ethyl N-(2,3-dichloro-6-nitrobenzyl)glycine hydrochloride → ethyl-N-(6-amino-2,3-dichlorobenzyl)glycine

HRID 481142

반응식

HRID 481142 반응식
Cl.[CH2:2]([N:4]([CH2:9][C:10]1[C:15]([N+:16]([O-])=O)=[CH:14][CH:13]=[C:12]([Cl:19])[C:11]=1[Cl:20])[CH2:5][C:6]([OH:8])=[O:7])[CH3:3]>O.C(O)C.[Pt]>[CH2:2]([N:4]([CH2:9][C:10]1[C:15]([NH2:16])=[CH:14][CH:13]=[C:12]([Cl:19])[C:11]=1[Cl:20])[CH2:5][C:6]([OH:8])=[O:7])[CH3:3]

참가 물질

5

반응물 1

HCID 66640009ethyl N-(2,3-dichloro-6-nitrobenzyl)glycine hydrochloride2회

생성물 1

HCID 67080112ethyl-N-(6-amino-2,3-dichlorobenzyl)glycine수율 72%

시약·촉매·용매 3

HCID 23939Platinum촉매HCID 702Ethanol용매HCID 962Water용매

실험 절차

A solution of 0.344 g of ethyl N-(2,3-dichloro-6-nitrobenzyl)glycine hydrochloride (compound VI) in 1.5 mL of water and 1.5 mL ethanol (with 5% isopropanol) was stirred and 5% sulfided platinum on carbon under hydrogen (50 to 100 psi) for 16 hours. The catalyst was removed by filtration. The filtrate concentrated, diluted with water and toluene, and basified (aqueous sodium hydroxide or potassium carbonate) to pH 9-10. The organic phase was separated, concentrated, and the crude material purified by low-temperature recrystallization from toluene in hexane to give compound I in 72% yield.

후처리

  1. customThe catalyst was removed by filtration
  2. concentrationThe filtrate concentrated
  3. additiondiluted with water and toluene, and basified (aqueous sodium hydroxide or potassium carbonate) to pH 9-10
  4. customThe organic phase was separated
  5. concentrationconcentrated
  6. customthe crude material purified by low-temperature recrystallization from toluene in hexane

출처 및 근거

ORD 기록
ord-5ecaf55e573e49b5b990f95c786a5cfc
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06653500B2

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