m-Chloroperbenzoic acid → HCID 20270239, compound

HRID 485431Notes

Reaction equation

HRID 485431 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[CH2:12][CH2:11][C:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=3[S:8][C:7]=2[CH:17]=1)#[N:2].ClC1C=CC=C(C(OO)=O)C=1.[OH-:29].[Ca+2].[OH-:31]>C(Cl)Cl>[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[CH2:12][CH2:11][C:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=3[S:8](=[O:31])(=[O:29])[C:7]=2[CH:17]=1)#[N:2]

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 6093208Calcium HydroxideHCID 13490401HCID 13490401, compound

Product 1

HCID 20270239HCID 20270239, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

800 Mg. 3-cyano-10,11-dihydrodibenzo[b,f]thiepin is dissolved in 75 cc. methylene chloride and 1.73 g. m-chloroperbenzoic acid is added and the solution stirred at room temperature for three hours. An additional 10 cc. methylene chloride is added, followed by a large excess of powdered calcium hydroxide. After stirring for 5 minutes, the mixture is filtered through celite and the filtrate stripped to dryness and the residual solid triturated with ether and filtered to yield 854 mg. (94%) of the desired pure white solid.

Workup

  1. stirringAfter stirring for 5 minutes
  2. filtrationthe mixture is filtered through celite
  3. customthe residual solid triturated with ether
  4. filtrationfiltered
  5. customto yield 854 mg

Sources & evidence

ORD record
ord-cbd09b877c434c5fbdb4708454870527
Source dataset
uspto-grants-1985_08
Patent number
US04536507

Reaction notes

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