Ethyl 4-bromobutyrate → 4-[p-(1-Cycloheptenyl)-phenoxy]-butyric acid ethyl ester

HRID 597307Notes

Reaction equation

HRID 597307 reaction equation
[C:1]1([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[CH2:15]([O:17][C:18](=[O:23])[CH2:19][CH2:20][CH2:21]Br)[CH3:16]>>[CH2:15]([O:17][C:18](=[O:23])[CH2:19][CH2:20][CH2:21][O:14][C:11]1[CH:10]=[CH:9][C:8]([C:1]2[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=2)=[CH:13][CH:12]=1)[CH3:16]

Participants

3

Reactant 2

HCID 76300Ethyl 4-bromobutyrateHCID 21272839p-(1-Cycloheptenyl)-phenol

Product 1

HCID 539665334-[p-(1-Cycloheptenyl)-phenoxy]-butyric acid ethyl ester

Procedure

Analogously to the process described in Example 1, using 13.2 g of p-(1-cycloheptenyl)-phenol and 21.1 g of 4-bromobutyric acid ethyl ester as starting material gives crude 4-[p-(1-cycloheptenyl)-phenoxy]-butyric acid ethyl ester of boiling point 160° C at 0.03 mm Hg, after chromatography on silica gel with methylene chloride as the eluant and subsequent fractional distillation in a high vacuum.

Sources & evidence

ORD record
ord-23215631843f46dfaf9361818d5c12d7
Source dataset
uspto-grants-1977_03
Patent number
US04013708

Reaction notes

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