Sodium borohydride → 4-(2-(2-Hydroxymethylbenzoyl)aminoethylthio]pyridine

HRID 863990노트

반응식

HRID 863990 반응식
[C:1]1(=[O:20])[N:5]([CH2:6][CH2:7][S:8][C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)[C:4](=[O:15])[C:3]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:2]12.[BH4-].[Na+]>C(O)C>[OH:20][CH2:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[C:4]([NH:5][CH2:6][CH2:7][S:8][C:9]1[CH:10]=[CH:11][N:12]=[CH:13][CH:14]=1)=[O:15]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 190792564-(2-Phthalimidoethylthio)pyridine

생성물 1

HCID 190791794-(2-(2-Hydroxymethylbenzoyl)aminoethylthio]pyridine수율 77.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

of 4- (2-phthalimidoethylthio)pyridine in 150 ml of ethanol, 3.78 g (100 mmol) of sodium borohydride was added, and the mixture was stirred at room temperature for 3 hours. The solvent was distilled off and saturated saline was added to the residue. The mixture was extracted with chloroform and the extract was dried over anhydrous magnesium sulfate. The solvent was distilled off and the residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:10) to give 2.24 g of the desired compound (77.8% yield, colorless crystals), mp. 132°-133° C.

후처리

  1. distillationThe solvent was distilled off
  2. additionsaturated saline was added to the residue
  3. extractionThe mixture was extracted with chloroform
  4. dry with materialthe extract was dried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off
  6. customthe residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:10)

출처 및 근거

ORD 기록
ord-4d3ca9447f584599909c1b3bab424617
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05561147

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