Lithium Hydroxide → {4-[(E)-3-(3,4-Dichloro-phenyl)-acryloyl]-7-oxo-[1,4]diazepan-1-yl}-acetic acid

HRID 2095509Notes

Reaction equation

HRID 2095509 reaction equation
C([O:3][C:4](=[O:26])[CH2:5][N:6]1[C:12](=[O:13])[CH2:11][CH2:10][N:9]([C:14](=[O:25])/[CH:15]=[CH:16]/[C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[C:19]([Cl:24])[CH:18]=2)[CH2:8][CH2:7]1)C.[OH-].[Li+]>>[Cl:24][C:19]1[CH:18]=[C:17](/[CH:16]=[CH:15]/[C:14]([N:9]2[CH2:10][CH2:11][C:12](=[O:13])[N:6]([CH2:5][C:4]([OH:26])=[O:3])[CH2:7][CH2:8]2)=[O:25])[CH:22]=[CH:21][C:20]=1[Cl:23]

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 67074624{4-[(E)-3-(3,4-Dichloro-phenyl)-acryloyl]-7-oxo-[1,4]diazepan-1-yl}-acetic acid ethyl ester

Product 1

HCID 67074076{4-[(E)-3-(3,4-Dichloro-phenyl)-acryloyl]-7-oxo-[1,4]diazepan-1-yl}-acetic acid

Procedure

In analogy to the procedure described in intermediate 5C, {4-[(E)-3-(3,4-dichloro-phenyl)-acryloyl]-7-oxo-[1,4]diazepan-1-yl}-acetic acid ethyl ester and 1 M aq. lithium hydroxide solution gave after acidification with aqueous 10% KHSO4, filtration and washing with water the title compound in quantitative yield as white solid. MS: 371.0 (MH+, 2Cl).

Workup

  1. customgave after acidification
  2. filtrationwith aqueous 10% KHSO4, filtration
  3. washwashing with water the title compound in quantitative yield as white solid

Sources & evidence

ORD record
ord-ab7820f57d0f442abbf0d5d53bfda2fe
Source dataset
uspto-grants-2013_05
Patent number
US08445674B2

Reaction notes

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