Sodium borohydride → HCID 13714726, 화합물

HRID 65093노트

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HRID 65093 반응식
[C:1]([C:3]([CH:20]([CH3:22])[CH3:21])([C:8]1[CH:13]=[C:12]([O:14][CH3:15])[C:11]([O:16][CH3:17])=[C:10]([O:18][CH3:19])[CH:9]=1)[CH2:4][CH2:5][CH:6]=O)#[N:2].[N+:23]([C:26]1[CH:36]=[CH:35][CH:34]=[CH:33][C:27]=1[O:28][CH2:29][CH2:30][CH2:31][NH2:32])([O-:25])=[O:24].[BH4-].[Na+]>CO>[CH:20]([C:3]([C:8]1[CH:9]=[C:10]([O:18][CH3:19])[C:11]([O:16][CH3:17])=[C:12]([O:14][CH3:15])[CH:13]=1)([CH2:4][CH2:5][CH2:6][NH:32][CH2:31][CH2:30][CH2:29][O:28][C:27]1[CH:33]=[CH:34][CH:35]=[CH:36][C:26]=1[N+:23]([O-:25])=[O:24])[C:1]#[N:2])([CH3:21])[CH3:22]

참가 물질

5

반응물 3

HCID 4311764Sodium borohydrideHCID 52768743-(2-Nitrophenoxy)propylamineHCID 14000643HCID 14000643, 화합물

생성물 1

HCID 13714726HCID 13714726, 화합물수율 52.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 8.09 g of 4-cyano-4-isopropyl-4-(3,4,5-trimethoxyphenyl)butyraldehyde and 4.96 g of 3-(2-nitrophenoxy)-propylamine in 100 ml of methanol was refluxed for 3 hours. After cooling, to the solution was added 0.50 g of sodium borohydride and the solution was stirred overnight at room temperature. The solvent was removed and to the residue was added water. The solution was extracted with chloroform and the extract was washed with water, dried, and evaporated. The residue was chromatographed on silica gel using 10% methanol-chloroform as an eluent to give 6.48 g of the desired compound as a pale yellow oil.

후처리

  1. temperatureAfter cooling, to the solution
  2. customThe solvent was removed and to the residue
  3. additionwas added water
  4. extractionThe solution was extracted with chloroform
  5. washthe extract was washed with water
  6. customdried
  7. customevaporated
  8. customThe residue was chromatographed on silica gel using 10% methanol-chloroform as an eluent

출처 및 근거

ORD 기록
ord-285edd3b3abc4dd997fce3177e670764
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04612329

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