Dimethyl malate → 3,4-Dihydroxybutanoic acid gamma-lactone

HRID 907581

반응식

HRID 907581 반응식
[C:1](OC)(=[O:9])[CH:2]([CH2:4][C:5]([O:7][CH3:8])=[O:6])[OH:3].C(O)C(O)CCO>CO>[OH:3][CH:2]1[CH2:8][O:7][C:5](=[O:6])[CH2:4]1.[OH:3][CH:2]([CH2:1][OH:9])[CH2:4][C:5]([O:7][CH3:8])=[O:6]

참가 물질

5

반응물 2

HCID 12674Dimethyl malateHCID 183021,2,4-Butanetriol

생성물 2

HCID 956523,4-Dihydroxybutanoic acid gamma-lactoneHCID 2735094Methyl 3,4-dihydroxybutanoate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

[Ru(CH3CN)3(triphos)](CF3SO3)2 (11.5 mg), dimethyl DL-malate (0.65 g), and 1.0 ml of methanol were added into a 20-ml Schlenk tube under an argon atmosphere, and the mixture was stirred for 5 minutes at room temperature. This liquid was transferred to a 100-ml autoclave having a stirrer placed inside, under an argon atmosphere. The autoclave was purged with hydrogen, and then hydrogen was further included in the autoclave up to 4.0 MPa. The contents of the autoclave were heated and stirred at 100° C. for 14 hours. After cooling, the reaction liquid was analyzed by gas chromatography, and it was found that 1,2,4-butanetriol was produced at a yield of 30.6%, β-hydroxy-γ-butyrolactone at a yield of 42.3%, and methyl 3,4-dihydroxybutanoate at a yield of 21.4%.

후처리

  1. customThe autoclave was purged with hydrogen
  2. temperatureThe contents of the autoclave were heated
  3. stirringstirred at 100° C. for 14 hours
  4. temperatureAfter cooling
  5. customthe reaction liquid

출처 및 근거

ORD 기록
ord-2c03c283bf614cd99d0f8ce54dcd358e
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08013193B2

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