Allyl bromide → HCID 22227278, 화합물

HRID 1745865노트

반응식

HRID 1745865 반응식
[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([CH2:13][CH2:14][OH:15])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:18][C:19](C)([O-])[CH3:20].[K+].C(Br)C=C>CS(C)=O>[CH2:20]([O:15][CH2:14][CH2:13][C:12]1[CH:11]=[CH:10][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:17][CH:16]=1)[CH:19]=[CH2:18]

참가 물질

5

반응물 3

HCID 7841Allyl bromideHCID 3017260p-(Benzyloxy)phenethyl alcoholHCID 23665647Potassium tert-butoxide

생성물 1

HCID 22227278HCID 22227278, 화합물

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
50 °C

실험 절차

A reaction flask was charged with 4-benzyloxy phenethyl alcohol of formula (6), (12 g, 0.052 mol), potassium tert-butoxide (8.842 g, 0.079 ml) and 50 ml and DMSO. The mixture was stirred under nitrogen at 50° C. for 30 minutes. A solution of allyl bromide (6.8 ml, 0.079 mol) was added drop wise to the reaction mixture with cooling about 20–25° C. The mixture was then stirred at 50° C. for 2 h. and cooled to room temperature. The reaction mixture was subsequently quenched with 150 ml of water. The desired product was extracted from neutralized aqueous mixture with toluene. The toluene extract was then washed with water and concentrated under vacuum to afford the title compound of formula (7), 13.9 g, (98%).

후처리

  1. temperaturewith cooling about 20–25° C
  2. stirringThe mixture was then stirred at 50° C. for 2 h.
  3. temperaturecooled to room temperature
  4. customThe reaction mixture was subsequently quenched with 150 ml of water
  5. extractionThe desired product was extracted from neutralized aqueous mixture with toluene
  6. extractionThe toluene extract
  7. washwas then washed with water
  8. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-e848b7d491d046428efb2c46b23ffb9a
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07019172B2

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