Sodium cyanoborohydride → HCID 18947587, 화합물

HRID 1590730노트

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HRID 1590730 반응식
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:11][C:12](=[O:20])[C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=3)[CH:9]=2)[C:4]([C:21](=O)[C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)=[C:3]1[CH2:30][C:31]([CH3:37])([CH3:36])[C:32]([O:34][CH3:35])=[O:33].[BH3-]C#N.[Na+]>ClCCCl.[Zn+2].[I-].[I-]>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:11][C:12](=[O:20])[C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=3)[CH:9]=2)[C:4]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)=[C:3]1[CH2:30][C:31]([CH3:37])([CH3:36])[C:32]([O:34][CH3:35])=[O:33]

참가 물질

5

반응물 2

HCID 5003444Sodium cyanoborohydrideHCID 18947583HCID 18947583, 화합물

생성물 1

HCID 18947587HCID 18947587, 화합물

시약·촉매·용매 2

HCID 9883512zinc(II)iodide촉매HCID 111,2-Dichloroethane용매

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온도
65 °C

실험 절차

To a solution of 500 mg of the benzoyl derivative from Step D of Example 24 in 10 mL of 1,2-dichloroethane were added 1.19 g of ZnI2 and 700 mg of NaBH3CN. The mixture was heated at 65° C. for 5 hours and cooled to R.T. The mixture was quenched with 1N aq. HCl and extracted with CH2Cl2. The extracts were washed with brine, dried over Na2SO4 and evaporated to dryness to give an oil which was chromatographed on flash silica gel using ethyl acetate:hexane (15:85) as eluant to isolate the title compound as a white foam.

후처리

  1. temperaturecooled to R.T
  2. customThe mixture was quenched with 1N aq. HCl
  3. extractionextracted with CH2Cl2
  4. washThe extracts were washed with brine
  5. dry with materialdried over Na2SO4
  6. customevaporated to dryness
  7. customto give an oil which
  8. customwas chromatographed on flash silica gel

출처 및 근거

ORD 기록
ord-f27514d510134787972fc5a8add5c2ec
출처 데이터셋
uspto-grants-1993_04
특허 번호
US05204344

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