m-Chloroperbenzoic acid → HCID 20150758, compound

HRID 568576Notes

Reaction equation

HRID 568576 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][CH2:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[S:7][C:6]=2[CH:16]=1.ClC1C=CC=C(C(OO)=O)C=1.[OH-:28].[Ca+2].[OH-:30]>C(Cl)Cl>[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[CH:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[S:7](=[O:30])(=[O:28])[C:6]=2[CH:16]=1

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 6093208Calcium HydroxideHCID 14126425HCID 14126425, compound

Product 1

HCID 20150758HCID 20150758, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 10.11-dihydro-7-hydroxydibenzo [b,f][1,4]thiazepin (2.2 g,10 mmoles) and m-chloroperbenzoic acid (3.4 g,20 mmoles) in methylene chloride (250 ml) was stirred at 0° C. for 1 hour. The reaction mixture was treated with 4 g of calcium hydroxide for 15 minutes and was then filtered. The filtrate was chromatographed on silica gel, eluting with 5% methanol in chloroform, to yield the title compound, m.p. 202° (dec.).

Workup

  1. filtrationwas then filtered
  2. customThe filtrate was chromatographed on silica gel
  3. washeluting with 5% methanol in chloroform

Sources & evidence

ORD record
ord-81eae76bc07c45cea2943660d51f66d7
Source dataset
uspto-grants-1988_03
Patent number
US04728735

Reaction notes

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