Diethyl Ether → tert-Butyl 4-[formylmethyl]phenoxyacetate

HRID 458502

反応式

HRID 458502 の反応式
[OH:1][CH2:2][CH2:3][C:4]1[CH:18]=[CH:17][C:7]([O:8][CH2:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=[CH:6][CH:5]=1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.CCOCC>ClCCl>[CH:2]([CH2:3][C:4]1[CH:18]=[CH:17][C:7]([O:8][CH2:9][C:10]([O:12][C:13]([CH3:14])([CH3:15])[CH3:16])=[O:11])=[CH:6][CH:5]=1)=[O:1]

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 23119602Tert-butyl [4-(2-hydroxyethyl)phenoxy]acetateHCID 178418287HCID 178418287、化合物

生成物 1

HCID 23119601tert-Butyl 4-[formylmethyl]phenoxyacetate収率 80%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 18 (20.0 g, 0.083 mole) in anhydrous dichloromethane (200 ml) was added pyridinium chlorochromate (PCC) (44.7 g, 0.207 mole) and the mixture was stirred at room temperature for two hours. Ether (500 ml) was then added to quench the reaction and the mixture was then filtered through C elite. (Trade Mark) Evaporation of the solvents in vacuo afforded the crude product which was purified by flash chromatography on silica gel using 20% ethyl acetate in hexane to give 19 (16.6 g, 80%) as a yellow oil.

後処理

  1. customto quench
  2. customthe reaction
  3. filtrationthe mixture was then filtered through C elite
  4. custom(Trade Mark) Evaporation of the solvents in vacuo
  5. customafforded the crude product which
  6. customwas purified by flash chromatography on silica gel using 20% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-b00321ec6d584fa094fdfd95f876d7c2
出典データセット
uspto-grants-2007_03
特許番号
US07192722B2

関連ノート

読み込み中…