Ethyl 3-(4-aminophenyl)propanoate → HCID 20198257, compound

HRID 652047Notes

Reaction equation

HRID 652047 reaction equation
[NH2:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:4][CH:3]=1.[CH3:15][Si:16]([CH3:33])([CH3:32])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]Br>>[CH3:15][Si:16]([CH3:32])([CH3:33])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][NH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 10442595Ethyl 3-(4-aminophenyl)propanoateHCID 20198239HCID 20198239, compound

Product 1

HCID 20198257HCID 20198257, compound

Procedure

In a manner directly analogous to that described in Example 6, ethyl 4-aminohydrocinnamate is alkylated with 14-(trimethylsilyl)tetradecyl bromide to form ethyl 4-[14-(trimethylsilyl)tetradecylamino]hydrocinnamate. Subsequently, in a manner directly analogous to that described in Example 9, ethyl 4-[14-(trimethylsilyl)tetradecylamino]hydrocinnamate is hydrolyzed to 4-[14-(trimethylsilyl)tetradecylamino]hydrocinnamic acid.

Sources & evidence

ORD record
ord-8ad6bbcd82e84afca38678c6cc07b94b
Source dataset
uspto-grants-1987_06
Patent number
US04670421

Reaction notes

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