Sodium borohydride → HCID 67115789, 화합물

HRID 72573노트

반응식

HRID 72573 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:25])=[C:6]([CH:24]=1)[CH2:7][C:8]1[CH:9]=[CH:10][C:11]2[O:16][CH2:15][CH2:14][N:13](C(=O)C(F)(F)F)[C:12]=2[CH:23]=1.[BH4-].[Na+]>C(O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:25])=[C:6]([CH:24]=1)[CH2:7][C:8]1[CH:9]=[CH:10][C:11]2[O:16][CH2:15][CH2:14][NH:13][C:12]=2[CH:23]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 583408561-[6-(5-Bromo-2-chloro-benzyl)-2,3-dihydro-benzo[1,4]oxazin-4-yl]-2,2,2-trifluoro-ethanone

생성물 1

HCID 67115789HCID 67115789, 화합물수율 91%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a stirred solution of 1-[6-(5-bromo-2-chloro-benzyl)-2,3-dihydro-benzo[1,4]oxazin-4-yl]-2,2,2-trifluoro-ethanone (8.6 g, 19.8 mmol) in ethanol (40 mL) was added NaBH4 (1.5 g, 39.0 mmol) portion wise and the reaction mixture was stirred overnight. Excess of NaBH4 was quenched by adding aq. NH4Cl, and ethanol was evaporated. The residue was partitioned between ethyl acetate and water, and the organic layer was separated, washed with brine (40 mL) and dried over sodium sulphate. Crude product obtained after evaporation of solvent was purified by silica gel column chromatography to furnish 6-(5-bromo-2-chloro-benzyl)-3,4-dihydro-2H-benzo[1,4]oxazine (6.1 g).

후처리

  1. customExcess of NaBH4 was quenched
  2. additionby adding aq. NH4Cl, and ethanol
  3. customwas evaporated
  4. customThe residue was partitioned between ethyl acetate and water
  5. customthe organic layer was separated
  6. washwashed with brine (40 mL)
  7. dry with materialdried over sodium sulphate
  8. customCrude product obtained
  9. customafter evaporation of solvent
  10. customwas purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-27b0ff796a2f4763b30295d720fd1d9c
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08828951B2

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