Sodium Hydroxide → N-(carboxymethyl)-N-[3-nitro-5-(octadecyloxy)benzoyl]glycine

HRID 488275Notes

Reaction equation

HRID 488275 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:43])[CH2:6][N:7]([CH2:38][C:39]([O:41]C)=[O:40])[C:8](=[O:37])[C:9]1[CH:14]=[C:13]([O:15][CH2:16][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][CH2:31][CH2:32][CH3:33])[CH:12]=[C:11]([N+:34]([O-:36])=[O:35])[CH:10]=1>>[C:39]([CH2:38][N:7]([C:8](=[O:37])[C:9]1[CH:14]=[C:13]([O:15][CH2:16][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][CH2:31][CH2:32][CH3:33])[CH:12]=[C:11]([N+:34]([O-:36])=[O:35])[CH:10]=1)[CH2:6][C:5]([OH:43])=[O:4])([OH:41])=[O:40]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 19091793N-(2-methoxy-2-oxoethyl)-N-[3-nitro-5-(octadecyloxy)benzoyl]glycine methyl ester

Product 1

HCID 19091802N-(carboxymethyl)-N-[3-nitro-5-(octadecyloxy)benzoyl]glycineYield 92%

Procedure

Sodium hydroxide hydrolysis of N-(2-methoxy-2-oxoethyl)-N-[3-nitro-5-(octadecyloxy)benzoyl]glycine methyl ester gave a 92% yield of N-(carboxymethyl)-N-[3-nitro-5-(octadecyloxy)benzoyl]glycine, mp 110°-112°.

Sources & evidence

ORD record
ord-850ba8e2ede943908de9fa736085fb1b
Source dataset
uspto-grants-1994_03
Patent number
US05298652

Reaction notes

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