Sodium cyanoborohydride → HCID 18947587、化合物

HRID 1769358ノート

反応式

HRID 1769358 の反応式
[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]

参加物

5

反応物 2

HCID 5003444Sodium cyanoborohydrideHCID 18947583HCID 18947583、化合物

生成物 1

HCID 18947587HCID 18947587、化合物

試薬・触媒・溶媒 2

HCID 9883512zinc(II)iodide触媒HCID 111,2-Dichloroethane溶媒

反応条件

温度
65 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-82456c03e1d1448fb8fbb51ba54e6bb4
出典データセット
uspto-grants-1995_01
特許番号
US05380850

反応ノート

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