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Sodium borohydride → HCID 19786582, 화합물

HRID 1657104
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HRID 1657104 반응식
[BH4-].[Na+].C([O:5][C:6](=O)[CH2:7][CH:8]1[C:22](=[O:23])[C:12]2[C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:14][O:15][C:11]=2[CH2:10][CH2:9]1)C>C(O)C.[NH4+].[Cl-]>[OH:23][CH:22]1[C:12]2[C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:14][O:15][C:11]=2[CH2:10][CH2:9][CH:8]1[CH2:7][CH2:6][OH:5]
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참가 물질

5

반응물 2

HCID 4311764Sodium borohydrideHCID 53770206HCID 53770206, 화합물

생성물 1

HCID 19786582HCID 19786582, 화합물수율 100%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 25517Ammonium Chloride용매

실험 절차

In a 2 liter round-bottomed flask was dissolved 4,5,6,7-tetrahydro-4-oxo-3-phenyl-1,2-benzisoxazol-5-acetic acid ethyl ester (3.0 g) in absolute ethanol (300 ml) at room temperature. Sodium borohydride (6.07 g) was added and the solution was heated to reflux. The solution was cooled to room temperature, then diluted with saturated NH4Cl until a solid appeared. The reaction mixture was basified to pH 9 using 10% NAOH (aq.). The product, an oil, was extracted with ether and the aqueous phase was extracted twice with ether. The combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated to give 2.60 g of 4-hydroxy-5-(2-hydroxyethyl)-3-phenyl-4,5,6,7-tetrahydro-1,2-benzisoxazole.

후처리

  1. temperaturethe solution was heated to reflux
  2. extractionThe product, an oil, was extracted with ether
  3. extractionthe aqueous phase was extracted twice with ether
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ee67cc65e5a74f9e8a4d304ab1e6c78a
출처 데이터셋
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05256672

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