1-(2,3-Dihydro-1H-inden-5-yl)ethan-1-one → 2-Bromo-1-(2,3-dihydro-1H-inden-5-yl)ethan-1-one

HRID 380567

反応式

HRID 380567 の反応式
[C:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[CH2:9][CH2:8][CH2:7]2)(=[O:3])[CH3:2].[Br-:13].[Br-].[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC>ClCCl.CO>[Br:13][CH2:2][C:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[CH2:9][CH2:8][CH2:7]2)=[O:3]

参加物

4

反応物 2

HCID 2339761-(2,3-Dihydro-1H-inden-5-yl)ethan-1-oneHCID 23500184Tetra-n-butylammonium tribromide

生成物 1

HCID 131941252-Bromo-1-(2,3-dihydro-1H-inden-5-yl)ethan-1-one収率 94.2%

試薬・触媒・溶媒 1

HCID 21226129Dichloromethane methanol溶媒

実験手順

To a solution of 5-acetylindan (500 mg, 3.1 mmol) in dichloromethane-methanol (2:1, 15 ml) was added tetrabutylammonium tribromide (1.64 g, 3.4 mmol) was added at room temperature. After 23 h, the mixture was concentrated and the residue was partitioned between diethyl ether (50 ml) and water (50 ml). The organic layer was separated and washed with water (50 ml), brine (50 ml), and dried (MgSO4). Removal of solvent gave 698 mg (56%) of the title compound as white solids.

後処理

  1. additionwas added at room temperature
  2. concentrationthe mixture was concentrated
  3. customthe residue was partitioned between diethyl ether (50 ml) and water (50 ml)
  4. customThe organic layer was separated
  5. washwashed with water (50 ml), brine (50 ml)
  6. dry with materialdried (MgSO4)
  7. customRemoval of solvent

出典と根拠

ORDレコード
ord-b0b7b90b59604ae09134263686368630
出典データセット
uspto-grants-2001_10
特許番号
US06303628B1

関連ノート

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