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Formaldehyde → Alpha-isopropyl-alpha-[3-[N-[3-(3-hydroxymethylphenoxy)propyl]-N-methylamino]propyl]-3,4,5-trimethoxyphenylacetonitrile

HRID 65096
ノート
印刷プレビュー

反応式

HRID 65096 の反応式
[CH:1]([C:4]([C:23]1[CH:28]=[C:27]([O:29][CH3:30])[C:26]([O:31][CH3:32])=[C:25]([O:33][CH3:34])[CH:24]=1)([CH2:7][CH2:8][CH2:9][NH:10][CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][OH:22])[CH:16]=1)[C:5]#[N:6])([CH3:3])[CH3:2].[CH2:35]=O.[BH4-].[Na+]>CO>[CH:1]([C:4]([C:23]1[CH:28]=[C:27]([O:29][CH3:30])[C:26]([O:31][CH3:32])=[C:25]([O:33][CH3:34])[CH:24]=1)([CH2:7][CH2:8][CH2:9][N:10]([CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][OH:22])[CH:16]=1)[CH3:35])[C:5]#[N:6])([CH3:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 712FormaldehydeHCID 4311764Sodium borohydrideHCID 13714914HCID 13714914、化合物

生成物 1

HCID 13714731Alpha-isopropyl-alpha-[3-[N-[3-(3-hydroxymethylphenoxy)propyl]-N-methylamino]propyl]-3,4,5-trimethoxyphenylacetonitrile収率 25.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 2.80 g of alpha-isopropyl-alpha-[3-[N-[3-(3-hydroxymethylphenoxy)propyl]amino]propyl]-3,4,5-trimethoxyphenyl acetonitrile and 4.84 g of 37% formalin in 70 ml of methanol was refluxed for 1 hour. After cooling, to the solution was added 2.25 g of sodium borohydride and the solution was stirred for 1 hour 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 0.74 g of the desired compound as a yellow oil.

後処理

  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

出典と根拠

ORDレコード
ord-8b99c9550e4f4c0fbace963d499632eb
出典データセット
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04612329

反応ノート

読み込み中…

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