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Methanol → (6R)-6-(Hydroxymethyl)morpholin-3-one

HRID 556878
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HRID 556878 반응식
Cl[CH2:2][C:3]([NH:5][CH2:6][C@@H:7]([OH:10])[CH2:8][OH:9])=[O:4].CC(C)([O-])C.[K+].CO.O>C(O)(CC)(C)C>[OH:9][CH2:8][C@H:7]1[CH2:6][NH:5][C:3](=[O:4])[CH2:2][O:10]1
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참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 23665647Potassium tert-butoxideHCID 596135412-Chloro-N-[(2R)-2,3-dihydroxypropyl]acetamide

생성물 1

HCID 34179996(6R)-6-(Hydroxymethyl)morpholin-3-one수율 54.9%

시약·촉매·용매 1

HCID 64052-Methyl-2-butanol용매2회

실험 절차

(R)-2-Chloro-N-(2,3-dihydroxypropyl)acetamide (1.31 g, 8.20 mmol) in tert-amyl alcohol (34 mL) was added dropwise over 2 h to a stirred solution of potassium tert-butoxide (2.30 g, 20.6 mmol) in tert-amyl alcohol (16 mL) at room temperature under nitrogen. After 1 hr, MeOH (8 mL) and water (0.5 mL) were added and the reaction mixture was stirred for an additional 20 min. The mixture was concentrated under vacuum and purified by flash column chromatography on silica gel, eluting with methanol/ethyl acetate (2/8) to give the title compound as a white solid (0.59 g, 54%).

후처리

  1. concentrationThe mixture was concentrated under vacuum
  2. custompurified by flash column chromatography on silica gel
  3. washeluting with methanol/ethyl acetate (2/8)

출처 및 근거

ORD 기록
ord-c965ff990f4b417699269d2641977e20
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08058045B2

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