Sodium borohydride → 2-(4-Diphenylmethylpiperazinyl)-1-(4-hydroxyphenyl)ethanol

HRID 370660ノート

反応式

HRID 370660 の反応式
[C:1]1([CH:7]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[N:8]2[CH2:13][CH2:12][N:11]([CH2:14][C:15]([C:17]3[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=3)=[O:16])[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>CO>[C:24]1([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH:15]([C:17]3[CH:18]=[CH:19][C:20]([OH:23])=[CH:21][CH:22]=3)[OH:16])[CH2:12][CH2:13]2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 103401292-(4-Diphenylmethylpiperazinyl)-1-(4-hydroxyphenyl)ethanone

生成物 1

HCID 30711602-(4-Diphenylmethylpiperazinyl)-1-(4-hydroxyphenyl)ethanol収率 79.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

In 50 ml of methanol was dissolved 3.0 g (7.8 mmol) of 2-(4-diphenylmethylpiperazinyl)-1-(4-hydroxyphenyl)ethanone, to which 3.0 g (79 mmol) of sodium borohydride was added slowly under ice-cooled conditions. The reaction mixture was then stirred overnight at room temperature, and methanol was removed under reduced pressure. Thereafter, 100 ml of ether was added to the residue, and the solution was washed successively with water and saturated saline and dried over anhydrous sodium sulfate. The resultant ether solution was concentrated, and the residue was purified by silica gel column chromatography (silica gel 90 g; chloroform:methanol=100:1) to give 2.4 g of 2-(4-diphenylmethylpiperazinyl)-1-(4-hydroxyphenyl)ethanol (yield: 79%) which, upon recrystallization from a mixed solvent of ethyl acetate and n-hexane, gave white crystals.

後処理

  1. temperaturecooled conditions
  2. custommethanol was removed under reduced pressure
  3. additionThereafter, 100 ml of ether was added to the residue
  4. washthe solution was washed successively with water and saturated saline
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationThe resultant ether solution was concentrated
  7. customthe residue was purified by silica gel column chromatography (silica gel 90 g; chloroform:methanol=100:1)

出典と根拠

ORDレコード
ord-afb8743f98e245a082156e60b0db0e78
出典データセット
uspto-grants-1985_07
特許番号
US04528194

反応ノート

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