Carbon tetrabromide → 2-(5-Methoxy-1,2,3,4-tetrahydro-1-naphthyl)ethyl bromide

HRID 344039노트

반응식

HRID 344039 반응식
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][CH:8]2[CH2:13][CH2:14]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:35]C(Br)(Br)Br>ClCCl>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][CH:8]2[CH2:13][CH2:14][Br:35]

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 106083702-(5-Methoxy-1,2,3,4-tetrahydro-1-naphthyl)ethanol

생성물 1

HCID 105638762-(5-Methoxy-1,2,3,4-tetrahydro-1-naphthyl)ethyl bromide수율 69%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
5 °C

실험 절차

To a solution of 2-(5-methoxy-1,2,3,4-tetrahydro-1-naphthyl)ethanol (0.20 g) and triphenylphosphine (0.42 g) in dichloromethane (10 ml) was added tetrabromomethane (0.90 g) at 5° C. The solution was stirred at 5° C. for 1.5 hours and evaporated in vacuo. To the residue, ethyl acetate was added and the insoluble material was filtered off. The ethyl acetate solution was evaporated in vacuo. The residue was chromatographed (n-hexane) over silica gel to afford 2-(5-methoxy-1,2,3,4-tetrahydro-1-naphthyl)ethyl bromide (0.18 g) as a colorless oil.

후처리

  1. customevaporated in vacuo
  2. additionTo the residue, ethyl acetate was added
  3. filtrationthe insoluble material was filtered off
  4. customThe ethyl acetate solution was evaporated in vacuo
  5. customThe residue was chromatographed (n-hexane) over silica gel

출처 및 근거

ORD 기록
ord-3251c7b1e6d043a999c253b377ccbdf9
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05863918

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