Carbon tetrabromide → (8-Bromooctyl)benzene

HRID 1031629

반응식

HRID 1031629 반응식
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(Br)(Br)(Br)[Br:17].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)Cl>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][Br:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 5178508-Phenyloctan-1-ol

생성물 1

HCID 563758(8-Bromooctyl)benzene

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 8 phenyloctanoic acid (19.8 mmoles in sieve dried tetrahydrofuran (5 ml) was reduced with diborane in tetrahydrofuran (30 ml, 29.1 mmoles) at 0° C. for 4 hours to give 8-phenyloctanol. To an ice cold solution of the octanol (ca. 19.8 mmoles) and carbon tetrabromide (21.98 mmoles) in methylene chloride (50 ml) was added triphenylphosphine (22.30 mmoles) in methylene chloride (50 ml) and the resulting solution was stirred for 2.5 hours. The volatiles were evaporated and the residue was taken up in ether (100 ml), cooled in ice, and filtered. The filtrate was evaporated and distilled to afford 8-phenyloctyl bromide as an oil.

후처리

  1. customThe volatiles were evaporated
  2. temperaturecooled in ice
  3. filtrationfiltered
  4. customThe filtrate was evaporated
  5. distillationdistilled

출처 및 근거

ORD 기록
ord-40349159fcb94869854cd2ea4328580c
출처 데이터셋
uspto-grants-1990_09
특허 번호
US04954513

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