4-Bromophenol → 1-Bromo-4-{[(3S)-3,7-dimethyloct-6-en-1-yl]oxy}benzene

HRID 1269128노트

반응식

HRID 1269128 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[CH2:9](Br)[CH2:10][C@H:11]([CH2:13][CH2:14][CH:15]=[C:16]([CH3:18])[CH3:17])[CH3:12].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][CH2:10][C@@H:11]([CH3:12])[CH2:13][CH2:14][CH:15]=[C:16]([CH3:18])[CH3:17])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 78084-BromophenolHCID 11430Potassium CarbonateHCID 10900106(S)-(+)-Citronellyl bromide

생성물 1

HCID 693802941-Bromo-4-{[(3S)-3,7-dimethyloct-6-en-1-yl]oxy}benzene수율 590.9%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

A mixture of 4-bromophenol (34.6 g, 0.20 mol), (S)-(+)-citronellyl bromide (50 g, 0.023 mol) and potassium carbonate (45 g, 0.33 mol) in butanone (500 cm3) was heated under reflux overnight. The cooled reaction mixture was filtered and the filtrate concentrated under reduced pressure. The crude product was purified by fractional distillation to yield 42.3 g (68.2%) of the desired product.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux overnight
  3. customThe cooled reaction mixture
  4. filtrationwas filtered
  5. concentrationthe filtrate concentrated under reduced pressure
  6. distillationThe crude product was purified by fractional distillation

출처 및 근거

ORD 기록
ord-d470049ef4934ab4b48fb88db1e6b227
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199167B2

반응 노트

불러오는 중…