4-(1-Adamantyl)phenol → 4-[4-(1-Adamantyl)-phenoxy]-crotonic acid ethyl ester

HRID 597434Notes

Reaction equation

HRID 597434 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])/[CH:22]=[CH:23]/[CH2:24]Br)[CH3:19]>CO>[CH2:18]([O:20][C:21](=[O:26])/[CH:22]=[CH: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

4

Reactant 2

HCID 2699334-(1-Adamantyl)phenolHCID 5373944Ethyl (E)-4-bromobut-2-enoate

Product 1

HCID 706378514-[4-(1-Adamantyl)-phenoxy]-crotonic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Analogously to the procedure described in Example 5, the use of 11.4 g of 4-(1-adamantyl)-phenol and 14.5 g of 4-bromocrotonic acid ethyl ester as starting materials gives 4-[4-(1-adamantyl)-phenoxy]-crotonic acid ethyl ester of melting point 91°-93° C (from methanol).

Sources & evidence

ORD record
ord-df8b52f88d3b49048a0ffe9ee0518686
Source dataset
uspto-grants-1977_03
Patent number
US04013719

Reaction notes

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