Homovanillyl alcohol → 4-Hydroxy-3-methoxyphenethyl chloride

HRID 21406

반응식

HRID 21406 반응식
S(Cl)([Cl:3])=O.[OH:5][C:6]1[CH:14]=[CH:13][C:9]([CH2:10][CH2:11]O)=[CH:8][C:7]=1[O:15][CH3:16]>ClCCl>[OH:5][C:6]1[CH:14]=[CH:13][C:9]([CH2:10][CH2:11][Cl:3])=[CH:8][C:7]=1[O:15][CH3:16]

참가 물질

4

반응물 2

HCID 16928Homovanillyl alcoholHCID 24386Thionyl Chloride

생성물 1

HCID 212240924-Hydroxy-3-methoxyphenethyl chloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Thionyl chloride (0.5 ml) was added, dropwise, to a! stirred solution of 4-hydroxy-3-methoxyphenethyl alcohol (0.83 g--commercially available) in dichloromethane (50 ml). When the addition was complete, the mixture was heated under reflux for 3 hours. On cooling to room temperature, the mixture was concentrated in vacuo to give a gum which was purified by column chromatography on silica eluting with dichloromethane containing methanol (0% up to 2%). The product-containing fractions were combined and concentrated in vacuo to give the title compound as an oil, yield 0.36 g.

후처리

  1. additionWhen the addition
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 3 hours
  4. concentrationthe mixture was concentrated in vacuo
  5. customto give a gum which
  6. customwas purified by column chromatography on silica eluting with dichloromethane
  7. additioncontaining methanol (0% up to 2%)
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-124c450056884168846253c87de29ffb
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05422358

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