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GB701220A - Method of preparing aldehydes - Google Patents

Method of preparing aldehydes

Info

Publication number
GB701220A
GB701220A GB4572/51A GB457251A GB701220A GB 701220 A GB701220 A GB 701220A GB 4572/51 A GB4572/51 A GB 4572/51A GB 457251 A GB457251 A GB 457251A GB 701220 A GB701220 A GB 701220A
Authority
GB
United Kingdom
Prior art keywords
tautomer
methyl
hydroxy
dehydration
pyran
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB4572/51A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB701220A publication Critical patent/GB701220A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00Compounds having —CHO groups
    • C07C47/20Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/26Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing hydroxy groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Cosmetics (AREA)

Abstract

Hydroxyaldehydes are prepared by the action of lithium-aluminium hydride or b , g , d or e lactones in a solvent. The products may be converted to dehydration products of the furan and pyran series. In examples the production of a -methyl-d -hydroxycaproaldehyde or its tautomeric ring-form by the reduction of a -methyl-d -caprolactone, g -hydroxyvaleraldehyde and its tautomer from g -valerolactone, 1 - a - g - dihydroxy - b :b - dimethyl butyraldehyde and its tautomer from pantoyl lactone, 2 - hydroxmethylbenzaldehyde with 1-hydroxyphthalane, from phthalide (1 (3) isobenzofuranone), and g - methyl - g - phenyl - g - hydroxybutyraldehyde or its furane tautomer, from g - methyl - g - phenyl - buty - rolactone, are described; the dehydration of the ring tautomers of the aldehydes, which give hydrazone and other derivatives, but on dehydration behave as the ring compounds, gives the following products: 3:6-dimethyl-5:6 dihydro-(1:4H)-pyran from the 2-hydroxy-3:6-dimethyl (1:4 H) pyran, and 2-benzyl-2:3-dihydrofuran from g -hydroxy-g -benzylbutyraldehyde or its tautomer 2-benzyl-5-hydroxy-tetrahydrofuran; the latter dihydrofuran product may be reduced with Raney nickel to 2-benzyltetrahydrofuran.
GB4572/51A 1950-04-28 1951-02-26 Method of preparing aldehydes Expired GB701220A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US701220XA 1950-04-28 1950-04-28

Publications (1)

Publication Number Publication Date
GB701220A true GB701220A (en) 1953-12-23

Family

ID=22093250

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4572/51A Expired GB701220A (en) 1950-04-28 1951-02-26 Method of preparing aldehydes

Country Status (1)

Country Link
GB (1) GB701220A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1190450B (en) * 1961-03-30 1965-04-08 Ciba Geigy Process for the production of hydroxyaldehydes or their cyclohemiacetals, their esters and ethers

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1190450B (en) * 1961-03-30 1965-04-08 Ciba Geigy Process for the production of hydroxyaldehydes or their cyclohemiacetals, their esters and ethers

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