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

HRID 2302077ノート

反応式

HRID 2302077 の反応式
[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]

参加物

6

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 8028Tetrahydrofuran溶媒HCID 8471Triethylamine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d3d30635dc854a368cc9987803012d96
出典データセット
uspto-grants-2002_08
特許番号
US06429317B1

反応ノート

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