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Ethanol → 2-((4-Bromophenyl)methyl)-1H-indole

HRID 248920
ノート
印刷プレビュー

反応式

HRID 248920 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[N:10](C(OC(C)(C)C)=O)[C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:4][CH:3]=1.[OH-].[Na+].C(O)C>O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[NH:10][C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 18946927HCID 18946927、化合物

生成物 1

HCID 107795362-((4-Bromophenyl)methyl)-1H-indole収率 49.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of t-butyl 2-(p-bromophenylmethyl)indole-1-carboxylate (F) (6.0 g) (prepared, e.g., as described in Preparation 2), 10% sodium hydroxide in water (20 ml), and ethanol (150 ml), was heated under reflux for 6 hours. The mixture was then poured onto a mixture of ice water/dilute brine and extracted twice with ethyl acetate. The extract was washed with brine and dried over magnesium sulphate. The solvent was evaporated under reduced pressure to produce an oil, which then crystallized. The material was recrystallized from methyl t-butyl ether to give 2-(p-bromophenylmethyl)indole (2.2 g), a compound of Formula (G), m.p. 136° C.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 6 hours
  3. extractionextracted twice with ethyl acetate
  4. washThe extract was washed with brine
  5. dry with materialdried over magnesium sulphate
  6. customThe solvent was evaporated under reduced pressure
  7. customto produce an oil, which
  8. customthen crystallized
  9. customThe material was recrystallized from methyl t-butyl ether

出典と根拠

ORDレコード
ord-c8096c0e7e9049aa9deebdbb1231d329
出典データセット
uspto-grants-1993_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05212195

反応ノート

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