m-Chloroperbenzoic acid → HCID 53891222, compound

HRID 485425Notes

Reaction equation

HRID 485425 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[CH2:14][CH2:13][C:12]3[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=3[S:10][C:9]=2[CH:19]=1)=[O:4].ClC1C=CC=C(C(OO)=[O:28])C=1.[OH-].[Ca+2].[OH-]>C(Cl)Cl>[CH:7]1[C:8]2[CH2:14][CH2:13][C:12]3[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=3[S:10](=[O:28])[C:9]=2[CH:19]=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:6]=1

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 6093208Calcium HydroxideHCID 85977416HCID 85977416, compound

Product 1

HCID 53891222HCID 53891222, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

540 Mg. methyl-10,11-dihydrodibenzo[b,f]-thiepin-3-carboxylate is dissolved in 40 cc methylene chloride and m-chloroperbenzoic acid is added in small portions until TLC shows very little starting material left. Excess calcium hydroxide powder is added and the mixture filtered through celite. The organic layer is evaporated and the residue chromatographed on silica gel to afford 570 mg. (94.7%).

Workup

  1. waitleft
  2. filtrationthe mixture filtered through celite
  3. customThe organic layer is evaporated
  4. customthe residue chromatographed on silica gel
  5. customto afford 570 mg

Sources & evidence

ORD record
ord-4451fe266e524e008dde42fbcef376b7
Source dataset
uspto-grants-1985_08
Patent number
US04536507

Reaction notes

Loading…