Sodium Hydroxide → N-(carboxymethyl)-N-[3,5-bis(tetradecyloxy)benzoyl]glycine

HRID 488255Notes

Reaction equation

HRID 488255 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:51])[CH2:6][N:7]([C:13](=[O:50])[C:14]1[CH:19]=[C:18]([O: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][CH2:33][CH3:34])[CH:17]=[C:16]([O:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49])[CH:15]=1)[CH2:8][C:9]([O:11]C)=[O:10]>>[C:9]([CH2:8][N:7]([C:13](=[O:50])[C:14]1[CH:19]=[C:18]([O: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][CH2:33][CH3:34])[CH:17]=[C:16]([O:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49])[CH:15]=1)[CH2:6][C:5]([OH:51])=[O:4])([OH:11])=[O:10]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 19091829N-[3,5-bis (tetradecyloxy)benzoyl]-N-(2-methoxy-2-oxoethyl)glycine methyl ester

Product 1

HCID 19091857N-(carboxymethyl)-N-[3,5-bis(tetradecyloxy)benzoyl]glycine

Procedure

Sodium hydroxide hydrolysis of N-[3,5-bis(tetradecyloxy)benzoyl]-N-(2-methoxy-2-oxoethyl)glycine methyl ester as in Example 11 gave N-(carboxymethyl)-N-[3,5-bis(tetradecyloxy)benzoyl]glycine, mp 88°-90°.

Sources & evidence

ORD record
ord-f796c8c575d340ceb8c9d15f43cbb71c
Source dataset
uspto-grants-1994_03
Patent number
US05298652

Reaction notes

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