Diethyl Ether → 2-Methyl-3-tetrahydropyranyloxypropanal

HRID 329791

반응식

HRID 329791 반응식
[CH3:1][CH:2]([CH2:5][O:6][CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][O:8]1)[CH2:3][OH:4].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.CCOCC>ClCCl>[CH3:1][CH:2]([CH2:5][O:6][CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][O:8]1)[CH:3]=[O:4]

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 122906532-Methyl-3-(oxan-2-yloxy)propan-1-olHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 108883772-Methyl-3-tetrahydropyranyloxypropanal수율 73.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 2-methyl-3-tetrahydropyranyloxy-1-propanol (250 mg; 1.4 mmol) in dichloromethane (4 ml) was added to a suspension of pyridinium chlorochromate (500 mg; 2.32 mmol) and celite (2.5 g) in dichloromethane (10 ml), and stirred at room temperature for 3 hours. Ether (100 ml) was added thereto. The resultant mixture was filtered, and the filtrate was distilled under reduced pressure to give the solvent. The residue was purified by silica gel chromatography using a mixture of ethyl acetate and benzene (1:4) to give 2-methyl-3-tetrahydropyranyloxypropanal (178 mg; yield, 73%).

후처리

  1. filtrationThe resultant mixture was filtered
  2. distillationthe filtrate was distilled under reduced pressure
  3. customto give the solvent
  4. customThe residue was purified by silica gel chromatography
  5. additiona mixture of ethyl acetate and benzene (1:4)

출처 및 근거

ORD 기록
ord-d5b612101e3845bcbc1e930156c6f691
출처 데이터셋
uspto-grants-1990_01
특허 번호
US04892961

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