Homovanillyl alcohol → 4-Hydroxy-3-methoxyphenethyl chloride

HRID 21406

反応式

HRID 21406 の反応式
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]

参加物

4

反応物 2

HCID 16928Homovanillyl alcoholHCID 24386Thionyl Chloride

生成物 1

HCID 212240924-Hydroxy-3-methoxyphenethyl chloride

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-124c450056884168846253c87de29ffb
出典データセット
uspto-grants-1995_06
特許番号
US05422358

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