Sodium borohydride → 4-[4-(2-Hydroxymethylbenzoyl)aminobutylthio]pyridine

HRID 6154ノート

反応式

HRID 6154 の反応式
[C:1]1(=[O:22])[N:5]([CH2:6][CH2:7][CH2:8][CH2:9][S:10][C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)[C:4](=[O:17])[C:3]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:2]12.[BH4-].[Na+]>C(O)C>[OH:22][CH2:1][C:2]1[CH:21]=[CH:20][CH:19]=[CH:18][C:3]=1[C:4]([NH:5][CH2:6][CH2:7][CH2:8][CH2:9][S:10][C:11]1[CH:12]=[CH:13][N:14]=[CH:15][CH:16]=1)=[O:17]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 14538888HCID 14538888、化合物

生成物 1

HCID 190791544-[4-(2-Hydroxymethylbenzoyl)aminobutylthio]pyridine収率 73.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 6.25 g of (20.0 mmol) of 4-(4-phthalimidobutylthio)pyridine in 300 ml of ethanol, 7.57 g (200 mmol) of sodium borohydride was added, and the mixture was stirred at room temperature for 14 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 4.63 g of the desired compound (73.1% yield, colorless crystals), mp. 87°-88° C.

後処理

  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)

出典と根拠

ORDレコード
ord-b088d415086140f09c65a666de315251
出典データセット
uspto-grants-1993_09
特許番号
US05246948

反応ノート

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