Allyl bromide → HCID 14820506, 화합물

HRID 1088725노트

반응식

HRID 1088725 반응식
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][CH2:8][CH2:7][C:6]=2[CH:10]=1.C([O-])([O-])=O.[K+].[K+].[CH2:17](Br)[CH:18]=[CH2:19]>CC(C)=O>[CH2:19]([O:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][CH2:8][CH2:7][C:6]=2[CH:10]=1)[CH:18]=[CH2:17]

참가 물질

5

반응물 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 11367101Benzo[b]thiophene-5-ol, 2,3-dihydro-

생성물 1

HCID 14820506HCID 14820506, 화합물수율 83.4%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a solution of 5-hydroxy-2,3-dihydrobenzothiophene (1.53 g, 10.05 mmoles) in 200 mL acetone was added K2CO3 (12.5 g, 90.45 mmoles) with good mechanical stirring. The suspension was warmed and allyl bromide (4.86 g, 40.20 mmoles) was added in one portion. The reaction mixture was then heated to reflux overnight. After cooling, the solids were removed by filtration and the filtrate concentrated. The residue was taken up in 50/50 vol/vol hexane/methylene chloride and refiltered to remove the remaining salts. Concentration afforded 3.2 q crude product (a yellow oil) which was purified by flash chromatography (3% EtOAc in hexane to elute) to give 1.61 g pure product (83.4%) as an oil.

후처리

  1. temperatureThe suspension was warmed
  2. temperatureThe reaction mixture was then heated
  3. temperatureto reflux overnight
  4. temperatureAfter cooling
  5. customthe solids were removed by filtration
  6. concentrationthe filtrate concentrated
  7. customto remove the remaining salts
  8. concentrationConcentration
  9. customafforded 3.2 q crude product (a yellow oil) which
  10. customwas purified by flash chromatography (3% EtOAc in hexane to elute)

출처 및 근거

ORD 기록
ord-f0097dec01dd4648a6d02265a4057a28
출처 데이터셋
uspto-grants-1990_10
특허 번호
US04963580

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