Benzocaine → Ethyl 4-[11-(trimethylsilyl)undecylamino]benzoate

HRID 652021Notes

Reaction equation

HRID 652021 reaction equation
[CH3:1][Si:2]([CH3:16])([CH3:15])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]Br.[NH2:17][C:18]1[CH:28]=[CH:27][C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:20][CH:19]=1>>[CH3:1][Si:2]([CH3:16])([CH3:15])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH:17][C:18]1[CH:19]=[CH:20][C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:27][CH:28]=1

Participants

3

Reactant 2

HCID 2337BenzocaineHCID 2019823411-(Trimethylsilyl)undecyl bromide

Product 1

HCID 13884864Ethyl 4-[11-(trimethylsilyl)undecylamino]benzoate

Procedure

In the manner of example 3, 11-(trimethylsilyl)undecyl bromide was reacted with ethyl 4-aminobenzoate to yield ethyl 4-[11-(trimethylsilyl)undecylamino]benzoate, m.p. 66°-68° C.

Sources & evidence

ORD record
ord-eb9afe6382e2476a881e94054cbfaa13
Source dataset
uspto-grants-1987_06
Patent number
US04670421

Reaction notes

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