HCID 54218676、化合物 → HCID 54374078、化合物

HRID 2287472ノート

反応式

HRID 2287472 の反応式
[C:1]([NH:9][C@@H:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([N+:19]([O-])=O)[CH:17]=2)[CH2:12][C@H:11]1[O:22][C:23](=[O:25])[CH3:24])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CCOC(C)=O.O=[Pt]=O>[C:1]([NH:9][C@@H:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([NH2:19])[CH:17]=2)[CH2:12][C@H:11]1[O:22][C:23](=[O:25])[CH3:24])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 1

HCID 54218676HCID 54218676、化合物

生成物 1

HCID 54374078HCID 54374078、化合物

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of trans-1-benzamido-2-acetoxy-6-nitroindane (one part), prepared as described in Preparation 2, in EtOAc is treated with H2 (60 psi) in the presence of PtO2 for several hours. The catalyst is removed and the solvent evaporated to give trans-1-benzamido-2-acetoxy-6-aminoindane. A solution of this aminoindane (1 part) in a mixture of pyridine (16 parts), 4-dimethylaminopyridine (0.15 parts), and CH2Cl2 is treated with a solution of an aroyl (RCOCl) chloride (1.2 parts) and the reaction stirred over night. The reaction is poured into ice-water, the organic layer separated and consecutively washed with saturated aqueous sodium bicarbonate and brine. The organics are dried and the solvent evaporated to give trans-1-benzamido-2-acetoxy-6-carboxamino-indane. A solution of this indane in 1 M NaOH in methanol was stirred over night. The reaction is poured into ice-water and extracted with CH2Cl2. The organic extracts are washed with brine, dried, and the solvent evaporated to give the trans-1-benzamido-2-hydroxy-6-carboxamnido-indane.

後処理

  1. customThe catalyst is removed
  2. customthe solvent evaporated

出典と根拠

ORDレコード
ord-e59ec12a2d73433eaebe7484db79380d
出典データセット
uspto-grants-2000_07
特許番号
US06083986

反応ノート

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