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

HRID 458502

반응식

HRID 458502 반응식
[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]

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 23119602Tert-butyl [4-(2-hydroxyethyl)phenoxy]acetateHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 23119601tert-Butyl 4-[formylmethyl]phenoxyacetate수율 80%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b00321ec6d584fa094fdfd95f876d7c2
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07192722B2

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