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Acetic Acid → N-formyl,N-(4-chlorophenyl)valine

HRID 648265
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HRID 648265 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C@H:9]([C:13]([OH:15])=[O:14])[CH:10]([CH3:12])[CH3:11])=[CH:4][CH:3]=1.[CH:16]([O:18][C:19](=O)[CH3:20])=[O:17].C(O)(=O)C.[CH:26]([OH:28])=O>>[CH:16]([N:8]([C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[C@H:9]([C:13]([OH:15])=[O:14])[CH:10]([CH3:12])[CH3:11])=[O:17].[C:19]([C:26]([N:8]([C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[C@H:9]([C:13]([OH:15])=[O:14])[CH:10]([CH3:12])[CH3:11])=[O:28])(=[O:18])[CH3:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 284Formic AcidHCID 75269Acetic-formic anhydrideHCID 13796078N-(p-chlorophenyl)valine

생성물 2

HCID 57019758N-formyl,N-(4-chlorophenyl)valineHCID 57070001N-acetylformyl,N-(4-chlorophenyl)valine

실험 절차

A mixture of the m-phenoxybenzyl ester of N-(4-chlorophenyl)valine (1.22 mmole), acetic formic anhydride in acetic acid (23.8 mmole, 2.1 g) and formic acid (1.5 ml) is stirred overnight at RT under nitrogen. The reaction product is concentrated and then subjected to prep. TLC eluting with 20% ethylacetate/hexane to yield the m-phenoxybenzyl ester of N-formyl,N-(4-chlorophenyl)valine, MS m/e 437 (M+, 8.1), 182 (100).

후처리

  1. concentrationThe reaction product is concentrated
  2. washTLC eluting with 20% ethylacetate/hexane

출처 및 근거

ORD 기록
ord-8caf7176ebb04dfc8290e8a3d2c95b06
출처 데이터셋
uspto-grants-1983_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04411912

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