Sodium borohydride → HCID 66782618, 화합물

HRID 1095449노트

반응식

HRID 1095449 반응식
[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

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 86632963HCID 86632963, 화합물

생성물 1

HCID 66782618HCID 66782618, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-83927282d49748e4809d17764aef4505
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138179B2

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