Bromine → 2-Bromo-4-methoxy-5-methyl-indan-1-one

HRID 389320ノート

反応式

HRID 389320 の反応式
[CH3:1][O:2][C:3]1[C:11]([CH3:12])=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][CH2:6][C:7]2=[O:13].[Br:14]Br.C(=O)(O)[O-].[Na+]>C(O)(=O)C.Br>[Br:14][CH:6]1[CH2:5][C:4]2[C:8](=[CH:9][CH:10]=[C:11]([CH3:12])[C:3]=2[O:2][CH3:1])[C:7]1=[O:13]

参加物

6

反応物 3

HCID 24408BromineHCID 516892Sodium BicarbonateHCID 552973254-Methoxy-5-methyl-indan-1-one

生成物 1

HCID 668127112-Bromo-4-methoxy-5-methyl-indan-1-one収率 44.2%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒2 回HCID 260Hydrogen Bromide溶媒

反応条件

温度
22.5 °C

実験手順

To a stirred solution of 4-Methoxy-5-methyl-indan-1-one (5.0 gm, 0.0284 mole) in Acetic acid (65 ml) and Hydrobromic acid (1 ml), a solution of Bromine (1.47 ml, 0.0284 mole) in 5 ml Acetic acid was added at 10-20° C. The reaction mixture was stirred at 20-25° C. for an hour. Then it was poured into saturated solution of Sodium bicarbonate and extracted with Diethyl ether (3×100 ml). The organic layer was dried over Sodium sulphate, distilled under vacuum to give crude product which was purified over column chromatography using Ethyl acetate:Hexane (5:95) as a mobile phase. The collected fractions were distilled to give 3.2 gm of desired product as a viscous oil.

後処理

  1. extractionextracted with Diethyl ether (3×100 ml)
  2. dry with materialThe organic layer was dried over Sodium sulphate
  3. distillationdistilled under vacuum
  4. customto give crude product which
  5. customwas purified over column chromatography
  6. distillationThe collected fractions were distilled

出典と根拠

ORDレコード
ord-78b60c0db0cb467193aa5b0548e8db8b
出典データセット
uspto-grants-2013_02
特許番号
US08378118B2

反応ノート

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