Aluminum(III) Chloride → HCID 20344040, compound

HRID 2049677Notes

Reaction equation

HRID 2049677 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[S:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([C:10](Cl)=[O:11])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[Cl-].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[C:1]([N:4]1[CH2:9][CH2:8][C:7]2([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[S:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[C:10]2=[O:11])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 20343950HCID 20343950, compound

Product 1

HCID 20344040HCID 20344040, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 14 g of 1-acetyl-4-(2-phenylthiophenyl)piperidine-4-carbonyl chloride in 500 ml of methylene chloride is slowly added with stirring to 7.5 g of aluminum chloride. After total addition, the reaction mixture is refluxed for 2 hours. Thereafter, ice is added before extracting thrice with chloroform. The combined chloroform extracts are successively washed with dilute alkali, washed with water, dried and the solvent is removed under vacuum, providing 10,11-dihydro-1'-acetyl-11-oxospiro[dibenz(b,f)thiepin-10,4'-piperidine].

Workup

  1. additionAfter total addition
  2. temperaturethe reaction mixture is refluxed for 2 hours
  3. additionThereafter, ice is added
  4. extractionbefore extracting thrice with chloroform
  5. washThe combined chloroform extracts are successively washed with dilute alkali
  6. washwashed with water
  7. customdried
  8. customthe solvent is removed under vacuum

Sources & evidence

ORD record
ord-8e3a081236ab491c81f3120f80b4ea59
Source dataset
uspto-grants-1980_04
Patent number
US04198420

Reaction notes

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