Dimethyl Sulfoxide → 1,3-Bis(benzyloxy)propan-2-one

HRID 31580

반응식

HRID 31580 반응식
ClCCl.[CH2:4]([O:11][CH2:12][CH:13]([OH:23])[CH2:14][O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C(N(CC)CC)C.CS(C)=O>C(OCC)(=O)C.O>[CH2:4]([O:11][CH2:12][C:13]([CH2:14][O:15][CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)=[O:23])[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

참가 물질

7

반응물 4

HCID 679Dimethyl SulfoxideHCID 6344DichloromethaneHCID 8471TriethylamineHCID 2476141,3-Bis(benzyloxy)propan-2-ol

생성물 1

HCID 113915821,3-Bis(benzyloxy)propan-2-one수율 100.7%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

To a dichloromethane (200 ml) solution of 1,3 dibenzyloxy-2-propanol (52 g, 191 mmol), triethylamine (130 ml, 933 mmol), and dimethylsulfoxide (65 ml, 916 mmol), sulfur trioxide pyridine complex (131 g, 823 mmol) was added at 0° C. and stirred at 0° C. to room temperature for 2 hours. To the mixture, water and ethyl acetate were added. The organic layer was washed with 2N hydrochloric acid, water and an aqueous saline solution, dried over anhydrous sodium sulfate, and concentrated. As a result, the title compound (52.01 g, quantitative yield) was obtained as a brown oil.

후처리

  1. washThe organic layer was washed with 2N hydrochloric acid, water
  2. dry with materialan aqueous saline solution, dried over anhydrous sodium sulfate
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5fdc6b4a911145dca63478f37c7d5b06
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425634B2

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