Sodium Hydroxide → ethyl N-[3-(2-allyl-4-carbamoylmethylphenoxy)-2-hydroxypropyl]-3-aminopropanoate

HRID 729014Notes

Reaction equation

HRID 729014 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH2:9]([C:12]1[CH:13]=[C:14]([CH2:23][C:24]([NH2:26])=[O:25])[CH:15]=[CH:16][C:17]=1[O:18][CH2:19][CH:20]1[O:22][CH2:21]1)[CH:10]=[CH2:11].[OH-].[Na+]>>[CH2:9]([C:12]1[CH:13]=[C:14]([CH2:23][C:24](=[O:25])[NH2:26])[CH:15]=[CH:16][C:17]=1[O:18][CH2:19][CH:20]([OH:22])[CH2:21][NH:1][CH2:2][CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH:10]=[CH2:11]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 419889Ethyl 3-aminopropanoateHCID 54437989HCID 54437989, compound

Product 1

HCID 67929459ethyl N-[3-(2-allyl-4-carbamoylmethylphenoxy)-2-hydroxypropyl]-3-aminopropanoate

Procedure

This compound was prepared in accordance with Example 1 using 10.8 g of thehydrochloride of ethyl 3-aminopropanoate, 11.6 g of 3-allyl-4-(2,3-epoxypropoxy)phenylacetamide, and 2.84 g NaOH. The crude product was crystallized from ethyl acetate. Yield 1.7 g. Melting point 98° C. (base). The structure was determined using NMR and equivalent weight.

Workup

  1. customThe crude product was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-853cc4b8ba6142f9b54d72c0f1ad1eef
Source dataset
uspto-grants-1991_09
Patent number
US05051446

Reaction notes

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