Sodium borohydride → HCID 66782618、化合物

HRID 1095449ノート

反応式

HRID 1095449 の反応式
[BH4-].[Na+].[C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[C:11]([C:15]1[N:19]([CH2:20][C:21](OCC)=[O:22])[CH:18]=[N:17][CH:16]=1)=[CH:10][CH2:9][CH2:8]2)#[N:4]>C(O)C>[OH:22][CH2:21][CH2:20][N:19]1[C:15]([C:11]2[C:12]3[CH:13]=[CH:14][C:5]([C:3]#[N:4])=[CH:6][C:7]=3[CH2:8][CH2:9][CH:10]=2)=[CH:16][N:17]=[CH:18]1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 86632963HCID 86632963、化合物

生成物 1

HCID 66782618HCID 66782618、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

43.0 mmol of sodium borohydride are added in portions to a solution of 19.5 mmol of ethyl [5-(6-cyano-3,4-dihydronaphthalen-1-yl)imidazol-1-yl]acetate in 150 ml of ethanol at 0° C. The reaction mixture is stirred at room temperature for 2 hours and then evaporated. The residue is taken up in saturated aqueous sodium bicarbonate solution, and dichloromethane is added to the mixture. The reaction mixture is stirred at room temperature for 10 minutes and the phases are separated. The aqueous phase is back-extracted with dichloromethane, and the combined organic phases are washed with brine, dried with sodium sulphate and evaporated. The title compound is obtained as a white solid from the residue by flash chromatography (SiO2 60F). Rf=0.16 (dichloromethane-methanol-25% aqueous ammonia solution 200:20:1); Rt=5.04 (gradient II).

後処理

  1. customevaporated
  2. additiondichloromethane is added to the mixture
  3. stirringThe reaction mixture is stirred at room temperature for 10 minutes
  4. customthe phases are separated
  5. extractionThe aqueous phase is back-extracted with dichloromethane
  6. washthe combined organic phases are washed with brine
  7. dry with materialdried with sodium sulphate
  8. customevaporated

出典と根拠

ORDレコード
ord-83927282d49748e4809d17764aef4505
出典データセット
uspto-grants-2012_03
特許番号
US08138179B2

反応ノート

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