1-Bromo-3-chloropropane → Toluene-4-thiosulfonic acid S-(3-chloropropyl)ester

HRID 707674ノート

反応式

HRID 707674 の反応式
[S:1]([C:5]1[CH:11]=[CH:10][C:8]([CH3:9])=[CH:7][CH:6]=1)([O-:4])(=[O:3])=[S:2].[K+].Br[CH2:14][CH2:15][CH2:16][Cl:17]>CC(C)=O>[Cl:17][CH2:16][CH2:15][CH2:14][S:2][S:1]([C:5]1[CH:11]=[CH:10][C:8]([CH3:9])=[CH:7][CH:6]=1)(=[O:4])=[O:3]

参加物

4

反応物 2

HCID 80061-Bromo-3-chloropropaneHCID 23662126Benzenesulfonothioic acid, 4-methyl-, potassium salt (1:1)

生成物 1

HCID 67607671Toluene-4-thiosulfonic acid S-(3-chloropropyl)ester

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Potassium thiotosylate (50.0 g, 221 mmol, 1.0 eq.) and 1-bromo-3-chloropropane (38.0 g, 241 mmol, 1.09 eq.) were stirred together in acetone (1 L) at room temperature for 72 hours. The mixture was then concentrated. Next, the mixture was partitioned between dichloromethane and water. The organic solution was washed with brine (2×), dried using MgSO4, concentrated and azeotroped with toluene to produce a pale yellow oil weighing 54 g (92%).

後処理

  1. concentrationThe mixture was then concentrated
  2. customNext, the mixture was partitioned between dichloromethane and water
  3. washThe organic solution was washed with brine (2×)
  4. customdried
  5. concentrationconcentrated
  6. customazeotroped with toluene
  7. customto produce a pale yellow oil

出典と根拠

ORDレコード
ord-0426f9cb8c95443eafe75af8829db2b2
出典データセット
uspto-grants-2015_11
特許番号
US09175042B2

反応ノート

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