Diethyl iminodiacetate → HCID 19091886, compound

HRID 488318Notes

Reaction equation

[CH2:1]([O:19][C:20]1[CH:21]=[CH:22][C:23]([O:29][CH2:30][CH2:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[C:24]([CH:28]=1)[C:25](Cl)=[O:26])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[NH:39]([CH2:46][C:47]([O:49][CH2:50][CH3:51])=[O:48])[CH2:40][C:41]([O:43][CH2:44][CH3:45])=[O:42]>>[CH2:44]([O:43][C:41](=[O:42])[CH2:40][N:39]([CH2:46][C:47]([O:49][CH2:50][CH3:51])=[O:48])[C:25](=[O:26])[C:24]1[CH:28]=[C:20]([O:19][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH:21]=[CH:22][C:23]=1[O:29][CH2:30][CH2:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH3:45]

Participants

Reactant 2

HCID 80502Diethyl iminodiacetate

HCID 53934742HCID 53934742, compound

Product 1

HCID 19091886HCID 19091886, compoundYield 92%

Procedure

The reaction of 5-(octadecyloxy)-2-(3-phenylpropoxy)benzoic acid chloride with diethyl iminodiacetate under conditions described in Example 80 gave N-(2-ethoxy-2-oxoethyl)-N-[5-(octadecyloxy)-2-(3-phenylpropoxy)benzoyl]glycine ethyl ester (92% yield, mp 54°-55°).

Sources & evidence

ORD record: ord-ee1b391a95894c68bc02ad979e5ae820
Source dataset: uspto-grants-1994_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05298652

Reaction notes

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