(2R)-3-Benzyloxymethoxy-2-methyl-propionic acid methyl ester → (2R)-3-Benzyloxymethoxy-2-methyl-propan-1-ol

HRID 493059노트

반응식

HRID 493059 반응식
C[O:2][C:3](=O)[C@H:4]([CH3:16])[CH2:5][O:6][CH2:7][O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH2:9]([O:8][CH2:7][O:6][CH2:5][C@H:4]([CH3:16])[CH2:3][OH:2])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

4

반응물 2

HCID 10082905(2R)-3-Benzyloxymethoxy-2-methyl-propionic acid methyl esterHCID 21226445Aluminium lithium hydride

생성물 1

HCID 11805955(2R)-3-Benzyloxymethoxy-2-methyl-propan-1-ol수율 66%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of ester 2 (0.5 g, 2.1 mmol) in anhydrous THF (4 mL) was added dropwise to a suspension of lithium aluminum hydride (0.16 g, 4.2 mmol) in anhydrous THF (10 mL) at 0° C. The cooling bath was removed, and the reaction was stirred at room temperature overnight, quenched with cold water, and extracted with EtOAc. The solvents were removed in vacuum and the crude oil was purified by silica gel chromatography using hexane/EtOAc (8:2) as an eluent to afford oily diol 3 (0.29 g, 66%).

후처리

  1. customThe cooling bath was removed
  2. customquenched with cold water
  3. extractionextracted with EtOAc
  4. customThe solvents were removed in vacuum
  5. customthe crude oil was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-1f9a45735dff4d48a12b89eb30b2f784
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07534777B2

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