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Sodium borohydride → HCID 178494573, 화합물

HRID 1900054
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HRID 1900054 반응식
[CH3:1][O:2][CH2:3][CH:4]1[O:8][C:7](=[O:9])[N:6]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]3[CH2:21][CH2:20][C:19](=[O:22])[CH2:18][CH2:17]3)=[CH:12][N:11]=2)[CH2:5]1.[BH4-].[Na+]>CO.O>[OH:22][C@H:19]1[CH2:20][CH2:21][C@H:16]([C:13]2[CH:14]=[CH:15][C:10]([N:6]3[CH2:5][CH:4]([CH2:3][O:2][CH3:1])[O:8][C:7]3=[O:9])=[N:11][CH:12]=2)[CH2:17][CH2:18]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 4311764Sodium borohydrideHCID 23371888HCID 23371888, 화합물

생성물 1

HCID 178494573HCID 178494573, 화합물수율 49.7%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

A solution of 0.4 g of (RS)-5-methoxymethyl-3-[5-(4-oxo-cyclohexyl)-pyridin-2-yl]-oxazolidin-2-one in 25 ml of methanol and 2.5 ml of water was treated with 0.2 g of sodium borohydride and stirred at room temperature for 16 h. Then, the mixture was concentrated and the residue was taken up in methylene chloride and washed with water. The aqueous phase was extracted with methylene chloride and the organic phases were combined, dried with magnesium sulfate and concentrated. The residue (0.4 g) was recrystallized from ethyl acetate and there was obtained 0.2 g of (RS)-3-[5-(trans-4-hydroxy-cyclohexyl)-pyridin-2-yl]-5-methoxymethyl-oxazolidin-2-one. M.p.: 142°-143°.

후처리

  1. concentrationThen, the mixture was concentrated
  2. washwashed with water
  3. extractionThe aqueous phase was extracted with methylene chloride
  4. dry with materialdried with magnesium sulfate
  5. concentrationconcentrated
  6. customThe residue (0.4 g) was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-a739d8da7d744abcb52fe4f8a5dd3ed1
출처 데이터셋
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05574055

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