HCID 13502752, 화합물 → 2,2-Dimethyl-3-[(3-phenoxyphenyl)methoxy]propanal

HRID 1200062노트

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HRID 1200062 반응식
[CH3:1][C:2]([CH3:21])([CH2:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:9]=1)[CH2:3][OH:4].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl.C(OCC)C>[CH3:1][C:2]([CH3:21])([CH2:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:9]=1)[CH:3]=[O:4]

참가 물질

5

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HCID 13502752HCID 13502752, 화합물HCID 178418287HCID 178418287, 화합물

생성물 1

HCID 138494092,2-Dimethyl-3-[(3-phenoxyphenyl)methoxy]propanal수율 48.3%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매2회

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온도
25 °C

실험 절차

A solution of 2,2-dimethyl-3-(3-phenoxybenzyloxy)propan-1-ol (15 g) in dry dichloromethane (50 cm3) was added dropwise to a stirred suspension of pyridinium chlorochromate (18.75 g) in dichloromethane (100 cm3) whilst the reaction temperature was maintained within the range 0°-5° C. When the addition was complete, the mixture was allowed to warm to the ambient temperature (ca. 25° C.) over a period of 2 hours. After the reaction mixture had been diluted with diethyl ether, the ethereal layer was decanted and filtered through celite. The solvent was removed by evaporation and the residual oil purified by column chromatography using a silica gel column and eluting with dichloromethane as eluent, to yield 2,2-dimethyl-3-(3-phenoxybenzyloxy)propane-1-al (7.2 g) as an orange oil.

후처리

  1. temperaturewas maintained within the range 0°-5° C
  2. additionWhen the addition
  3. customthe ethereal layer was decanted
  4. filtrationfiltered through celite
  5. customThe solvent was removed by evaporation
  6. customthe residual oil purified by column chromatography
  7. washeluting with dichloromethane as eluent

출처 및 근거

ORD 기록
ord-c8235348a4954865a07535eebf9b414e
출처 데이터셋
uspto-grants-1990_02
특허 번호
US04904677

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