Acetic Anhydride → (+)-trans-1-(3,4-Dichlorobenzamido)-2-acetoxy-7-nitrotetraline

HRID 1937361노트

반응식

HRID 1937361 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][C:24]=1[Cl:25])[C:5]([NH:7][C@@H:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([N+:18]([O-:20])=[O:19])[CH:16]=2)[CH2:11][CH2:10][C@H:9]1[OH:21])=[O:6].[C:26](OC(=O)C)(=[O:28])[CH3:27]>C1COCC1.C(N(CC)CC)C.CN(C)C1C=CN=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][C:24]=1[Cl:25])[C:5]([NH:7][C@@H:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([N+:18]([O-:20])=[O:19])[CH:16]=2)[CH2:11][CH2:10][C@H:9]1[O:21][C:26](=[O:28])[CH3:27])=[O:6]

참가 물질

6

반응물 2

HCID 7918Acetic AnhydrideHCID 21338528(+)-trans-1-(3,4-Dichlorobenzamido)-2-hydroxy-7-nitrotetraline

생성물 1

HCID 21338526(+)-trans-1-(3,4-Dichlorobenzamido)-2-acetoxy-7-nitrotetraline

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 8028Tetrahydrofuran용매HCID 8471Triethylamine용매

실험 절차

A mixture of 113 (1.9 g, 0.005 mol) in THF (200 mL), triethylamine (1.3 mL), and a catalystic amount of 4-dimethylaminopyridine was treated with acetic anhydride (0.9 mL). After stirring over night, the solvent was evaporated and the residue treated with H2O. After 2 h, the mixture was extracted with EtOAc. The extracts were washed with 1 N H2SO4, brine, aqueous NaHCO3, and brine, then the solvent was dried and evaporated to give a floculant white solid (1.94 g) that had the appropriate nmr for the desired material.

후처리

  1. customthe solvent was evaporated
  2. additionthe residue treated with H2O
  3. extractionthe mixture was extracted with EtOAc
  4. washThe extracts were washed with 1 N H2SO4, brine, aqueous NaHCO3, and brine
  5. customthe solvent was dried
  6. customevaporated

출처 및 근거

ORD 기록
ord-d4cc9cdbbd0345e7a5748f80bdcb197c
출처 데이터셋
uspto-grants-2002_05
특허 번호
US06395735B2

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