Ethyl 4-bromobutyrate → Ethyl 4-(4-(adamantan-1-yl)phenoxy)butanoate

HRID 597430Notes

Reaction equation

HRID 597430 reaction equation
[C:1]12([C:11]3[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[CH2:18]([O:20][C:21](=[O:26])[CH2:22][CH2:23][CH2:24]Br)[CH3:19]>>[CH2:18]([O:20][C:21](=[O:26])[CH2:22][CH2:23][CH2:24][O:17][C:14]1[CH:13]=[CH:12][C:11]([C:1]23[CH2:8][CH:7]4[CH2:9][CH:3]([CH2:4][CH:5]([CH2:6]4)[CH2:10]2)[CH2:2]3)=[CH:16][CH:15]=1)[CH3:19]

Participants

3

Reactant 2

HCID 76300Ethyl 4-bromobutyrateHCID 2699334-(1-Adamantyl)phenol

Product 1

HCID 54179703Ethyl 4-(4-(adamantan-1-yl)phenoxy)butanoate

Procedure

Analogously to the method described in Example 5, the use of p-(1-adamantyl)-phenol and 4-bromobutyric acid ethyl ester as starting materials gives 4-[4-(1-adamantyl)-phenoxy]-butyric acid ethyl ester of boiling point 150° C (0.03 mm).

Sources & evidence

ORD record
ord-5c95a44d863f49148e9203083ba740bc
Source dataset
uspto-grants-1977_03
Patent number
US04013719

Reaction notes

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