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

HRID 863990ノート

反応式

HRID 863990 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 190791794-(2-(2-Hydroxymethylbenzoyl)aminoethylthio]pyridine収率 77.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

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-4d3ca9447f584599909c1b3bab424617
出典データセット
uspto-grants-1996_10
特許番号
US05561147

反応ノート

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