(R)-4-(Oxiran-2-ylmethoxy)benzonitrile → 4-[3-[ethyl[3-((S*)-propylsulfinyl)propyl]amino]-2(R)-hydroxypropoxy]-benzonitrile

HRID 345141ノート

反応式

HRID 345141 の反応式
[CH2:1]([NH:3][CH2:4][CH2:5][CH2:6][S@:7]([CH2:9][CH2:10][CH3:11])=[O:8])[CH3:2].[O:12]1[CH2:14][C@@H:13]1[CH2:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[CH:19][CH:18]=1>C(O)(C)C>[CH2:1]([N:3]([CH2:4][CH2:5][CH2:6][S@:7]([CH2:9][CH2:10][CH3:11])=[O:8])[CH2:14][C@@H:13]([OH:12])[CH2:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[CH:19][CH:18]=1)[CH3:2]

参加物

4

反応物 2

HCID 6934186(R)-4-(Oxiran-2-ylmethoxy)benzonitrileHCID 86745130ethyl(3-(S*)-propylsulfinyl)propylamine

生成物 1

HCID 545546274-[3-[ethyl[3-((S*)-propylsulfinyl)propyl]amino]-2(R)-hydroxypropoxy]-benzonitrile収率 102.4%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

A mixture of 3 g of ethyl(3-(S*)-propylsulfinyl)propylamine and 3.18 g of (R)-4-(oxiranylmethoxy)-benzonitrile was refluxed for 16 h in 25 ml of isopropyl alcohol. After evaporation of the solvent, the crude product was dissolved in 2M hydrochloric acid, washed with ether, the solution brought to pH 11.5 with 2M sodium hydroxide and extracted with dichloromethane. Evaporation of the organic phase gave 6.11 g of an oil.

後処理

  1. customAfter evaporation of the solvent
  2. dissolutionthe crude product was dissolved in 2M hydrochloric acid
  3. washwashed with ether
  4. extractionextracted with dichloromethane
  5. customEvaporation of the organic phase

出典と根拠

ORDレコード
ord-4df32e244fb6403699c3c1723176931d
出典データセット
uspto-grants-1991_10
特許番号
US05055490

反応ノート

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