Methanol → HCID 53667399, compound

HRID 918325Notes

Reaction equation

[CH3:1][C:2]([C:9]([CH3:20])=[CH:10][CH2:11][CH:12]([CH3:19])[CH2:13][CH2:14][CH:15]=[C:16]([CH3:18])[CH3:17])=[CH:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH3:21][OH:22]>>[CH3:21][O:22][C:16]([CH3:18])([CH3:17])[CH2:15][CH2:14][CH2:13][CH:12]([CH3:19])[CH2:11][CH:10]=[C:9]([CH3:20])[C:2]([CH3:1])=[CH:3][C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

Reactant 2

HCID 887Methanol

HCID 54294643HCID 54294643, compound

Product 1

HCID 53667399HCID 53667399, compound

Procedure

Methanol is added to the terminal bond of ethyl 3,4,7,11-tetramethyldodeca-2,4,10-trienoate using the process of Example 23 or 29 to give ethyl 11-methoxy-3,4,7,11 -tetramethyldodeca- 2,4 -dienoate. In the same manner, water is added to give ethyl 11-hydroxy-3,4,7,11-tetramethyldodeca-2,4-dienoate. Similarly, there is prepared ethyl 11-methoxy-3,5,7,11-tetramethyldodeca-2,4-dienoate and ethyl 11-hydroxy-3,5,7,11-tetramethyldodeca-2,4-dienoate from ethyl 3,5,7,11-tetramethyldodeca-2,4,10-trienoate. The hydrochloride, ethyl 11-chloro-3,4,7,11-tetramethyldodeca-2,4-dienoate and ethyl 11-chloro-3,5,7,11-tetramethyldodeca-2,4-dienoate are prepared from the trienoate using the process of Example 39.

Sources & evidence

ORD record: ord-e42b30e425ea4bf7844d92d2d654c25d
Source dataset: uspto-grants-1976_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03970704

Reaction notes

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