Dimethyl Sulfoxide → 5-Methanesulfonylpentanal

HRID 748747

反応式

HRID 748747 の反応式
ClCCl.[CH3:4][S:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13])(=[O:7])=[O:6].CS(C)=O>C(N(CC)CC)C>[CH3:4][S:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH:12]=[O:13])(=[O:7])=[O:6]

参加物

5

実験手順

To a dichloromethane (15 ml) solution of 5-(methylsulfonyl)-1-pentanol (344 mg, 2.07 mmol), dimethylsulfoxide (0.441 ml, 6.21 mmol) and triethylamine (1.15 ml, 8.28 ml) was added a sulfur trioxide pyridine complex (659 mg, 4.14 mmol) at 0° C. and the mixture was stirred at room temperature for 3 hours. After the reaction mixture was washed with water, the organic layer was dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The residue was subjected to flash silica gel chromatography, and the fraction obtained from the ethyl acetate eluate was concentrated under reduced pressure, whereby the title compound (183 mg, 1.11 mmol, 54%) was obtained as a colorless oil.

後処理

  1. washAfter the reaction mixture was washed with water
  2. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  3. filtrationAfter filtration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customthe fraction obtained from the ethyl acetate eluate

出典と根拠

ORDレコード
ord-9b5dab2b43f74bfcb8584aec2f045974
出典データセット
uspto-grants-2008_07
特許番号
US07399775B2

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