Acetic Anhydride → Alphanitro-6-chloro-3-indoleacrylic acid methylester

HRID 127498

反応式

HRID 127498 の反応式
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[CH3:11][O:12][C:13](=[O:22])[C:14]([N+:19]([O-:21])=[O:20])=[CH:15]OCC.C(OC(=O)C)(=O)C>>[CH3:11][O:12][C:13](=[O:22])[C:14]([N+:19]([O-:21])=[O:20])=[CH:15][C:6]1[C:5]2[C:9](=[CH:10][C:2]([Cl:1])=[CH:3][CH:4]=2)[NH:8][CH:7]=1

参加物

4

反応物 3

HCID 7918Acetic AnhydrideHCID 871116-ChloroindoleHCID 53395203alpha-Nitro-beta-ethoxyacrylic acid methylester

生成物 1

HCID 53746644Alphanitro-6-chloro-3-indoleacrylic acid methylester収率 51%

実験手順

A 4-1. battery jar was charged with 641 g (4.23 moles) of 6-chloroindole, 926 g (5.3 moles) of crude (ca. 85% pure) alpha-nitro-beta-ethoxy acrylic acid methylester and 475 L g (4.65 moles) of acetic anhydride. The mixture was well stirred at room temperature for 45 hours to give a highly viscous suspension of an orange precipitate. 1.5 l of a mixture of benzene-ether-hexane 1:1:3 was added and the mixture stirred vigorously for 30 minutes. The product was collected by filtration, washed with 1.0 l of the same solvent mixture and dried at room temperature and 16 mmHg to constant weight to afford 600 g (51%) of product as orange crystals, m.p. 159°-160°.

後処理

  1. customto give
  2. additiona highly viscous suspension of an orange precipitate
  3. stirringthe mixture stirred vigorously for 30 minutes
  4. filtrationThe product was collected by filtration
  5. washwashed with 1.0 l of the same solvent mixture
  6. customdried at room temperature

出典と根拠

ORDレコード
ord-cd9b77a451e04e88b7d5f464f6d58049
出典データセット
uspto-grants-1981_03
特許番号
US04256641

関連ノート

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