Diethyl iminodiacetate → HCID 19091773, compound

HRID 488310Notes

Reaction equation

[C:1]1([CH2:7][O:8][C:9]2[CH:17]=[CH:16][C:15]([O: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][CH3:32])=[CH:14][C:10]=2[C:11](Cl)=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:33]([CH2:40][C:41]([O:43][CH2:44][CH3:45])=[O:42])[CH2:34][C:35]([O:37][CH2:38][CH3:39])=[O:36]>>[CH2:38]([O:37][C:35](=[O:36])[CH2:34][N:33]([CH2:40][C:41]([O:43][CH2:44][CH3:45])=[O:42])[C:11](=[O:12])[C:10]1[CH:14]=[C:15]([O: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][CH3:32])[CH:16]=[CH:17][C:9]=1[O:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH3:39]

Participants

Reactant 2

HCID 80502Diethyl iminodiacetate

HCID 54532570HCID 54532570, compound

Product 1

HCID 19091773HCID 19091773, compoundYield 82%

Procedure

The reaction of 2-(phenylmethoxy)-5-(tetradecyloxy)benzoic acid chloride with diethyl iminodiacetate under conditions described in Example 80 gave N-(2-ethoxy-2-oxoethyl)-N-[5-(tetradecyloxy)-2-(phenylmethoxy)benzoyl]glycine ethyl ester (82% yield, mp 49°-50°).

Sources & evidence

ORD record: ord-5cb84ee5409e48e6b0346a0b7beea5d4
Source dataset: uspto-grants-1994_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05298652

Reaction notes

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