Ethyl 8-acetyl-12-(acetyloxy)heptadecanoate → 8-Acetyl-12-hydroxy-8-methylheptadecanoic acid

HRID 1439490Notes

Reaction equation

HRID 1439490 reaction equation
[C:1]([C:4]([CH3:29])([CH2:16][CH2:17][CH2:18][CH:19]([O:25]C(=O)C)[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([O:13]CC)=[O:12])(=[O:3])[CH3:2].C(C(CCCC(OC(=O)C)CCCCC)CCCCCCC(OCC)=O)(=O)C>>[C:1]([C:4]([CH3:29])([CH2:16][CH2:17][CH2:18][CH:19]([OH:25])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 20322217Ethyl 8-acetyl-12-(acetyloxy)heptadecanoateHCID 21397375Ethyl 8-acetyl-12-(acetyloxy)-8-methylheptadecanoate

Product 1

HCID 213973748-Acetyl-12-hydroxy-8-methylheptadecanoic acid

Procedure

By following the hydrolytic procedure described in Example 1, Step D, but substituting an equimolar amount of ethyl 8-acetyl-8-methyl-12-acetoxyheptadecanoate for the ethyl 8-acetyl-12-acetoxyheptadecanoate of the example, there is obtained 8-acetyl-8-methyl-12-hydroxyheptadecanoic acid as a colorless viscous oil.

Sources & evidence

ORD record
ord-121a825f74c74dedb5749b582c4dcacd
Source dataset
uspto-grants-1977_11
Patent number
US04059602

Reaction notes

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