Triethylamine → 4-(3-Ethoxy-2-hydroxypropoxy)phenylcarbamoylmethyl methyl sulfide

HRID 637531ノート

反応式

HRID 637531 の反応式
C(N(CC)CC)C.[CH2:8]([O:10][CH2:11][CH:12]([OH:22])[CH2:13][O:14][C:15]1[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=1)[CH3:9].[CH3:23][S:24][CH2:25][C:26](Cl)=[O:27]>CN(C)C=O>[CH3:23][S:24][CH2:25][C:26](=[O:27])[NH:19][C:18]1[CH:17]=[CH:16][C:15]([O:14][CH2:13][CH:12]([OH:22])[CH2:11][O:10][CH2:8][CH3:9])=[CH:21][CH:20]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 107748571-(4-Aminophenoxy)-3-ethoxypropan-2-olHCID 111262562-(Methylsulfanyl)acetyl chloride

生成物 1

HCID 133860734-(3-Ethoxy-2-hydroxypropoxy)phenylcarbamoylmethyl methyl sulfide収率 95.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Dissolved in 4 ml of dimethylformamide were 2.00 g of triethylamine and 2.11 g of 4-(3-ethoxy-2-hydroxypropoxy)aniline. To the solution was added 1.25 g of methylmercaptoacetyl chloride with ice-cooling and the mixture was stirred at room temperature for 12 hours. The reaction mixture was concentrated and the residue was extracted with chloroform. The chloroform layer was washed with water and concentrated. The resulting residue was purified by silica gel column chromatography using a 1:5 ethanol-chloroform mixture, giving 2.85 g of 4-(3-ethoxy-2-hydroxypropoxy)phenylcarbamoylmethyl methyl sulfide in 95.3% yield.

後処理

  1. temperaturecooling
  2. concentrationThe reaction mixture was concentrated
  3. extractionthe residue was extracted with chloroform
  4. washThe chloroform layer was washed with water
  5. concentrationconcentrated
  6. customThe resulting residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-8a22fcf10aea48389dc7633831772e6a
出典データセット
uspto-grants-1985_12
特許番号
US04556737

反応ノート

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