Water → HCID 21471818, compound

HRID 1734072Notes

Reaction equation

HRID 1734072 reaction equation
[C:1]([N:4]1[CH2:10][CH2:9][CH2:8][C:7]2[CH:11]=[CH:12][S:13][C:6]=2[CH2:5]1)(=[O:3])[CH3:2].[Cl:14][CH2:15][CH2:16][CH2:17][C:18](Cl)=[O:19].[Cl-].[Al+3].[Cl-].[Cl-].O>ClCCl>[C:1]([N:4]1[CH2:10][CH2:9][CH2:8][C:7]2[CH:11]=[C:12]([C:18](=[O:19])[CH2:17][CH2:16][CH2:15][Cl:14])[S:13][C:6]=2[CH2:5]1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 783704-Chlorobutyryl chlorideHCID 6451240Aluminum(III) ChlorideHCID 21471814HCID 21471814, compound

Product 1

HCID 21471818HCID 21471818, compoundYield 75.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2.5 g of 7-acetyl-5,6,7,8-tetrahydro-4H-thieno[2,3-c]azepine and 2.7 g of 4-chlorobutyryl chloride in 25 ml of dichloromethane was added 6.0 g of aluminum chloride under ice-cooling. The mixture was stirred for 30 minutes, poured into water and extracted with chloroform. The extract was washed with water, dried over magnesium sulfate and concentrated. The residue was purified by column chromatography on a silica gel to give 2.9 g of 7-acetyl-2-(4-chlorobutyryl)-5,6,7,8-tetrahydro-4H-thieno[2,3-c]azepine as an oil.

Workup

  1. temperaturecooling
  2. extractionextracted with chloroform
  3. washThe extract was washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customThe residue was purified by column chromatography on a silica gel

Sources & evidence

ORD record
ord-7e61dae468574818be9c8cc07e4884f6
Source dataset
uspto-grants-1996_07
Patent number
US05532240

Reaction notes

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