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

반응식

HRID 380567 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 21226129Dichloromethane methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b0b7b90b59604ae09134263686368630
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06303628B1

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