m-Chloroperbenzoic acid → HCID 14405939, compound

HRID 1650257Notes

Reaction equation

HRID 1650257 reaction equation
[C:1]([C:4]1[CH:27]=[CH:26][C:7]([O:8][CH2:9][CH2:10][CH2:11][S:12][CH2:13][CH:14]2[CH2:18][S:17][C:16]([CH3:25])([CH2:19][CH2:20][CH2:21][C:22]([OH:24])=[O:23])[S:15]2)=[C:6]([CH2:28][CH2:29][CH3:30])[C:5]=1[OH:31])(=[O:3])[CH3:2].ClC1C=CC=C(C(OO)=[O:40])C=1>C(Cl)Cl>[C:1]([C:4]1[CH:27]=[CH:26][C:7]([O:8][CH2:9][CH2:10][CH2:11][S:12]([CH2:13][CH:14]2[CH2:18][S:17][C:16]([CH3:25])([CH2:19][CH2:20][CH2:21][C:22]([OH:24])=[O:23])[S:15]2)=[O:40])=[C:6]([CH2:28][CH2:29][CH3:30])[C:5]=1[OH:31])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 14405932HCID 14405932, compound

Product 1

HCID 14405939HCID 14405939, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared according to the procedure of Example 48 using the sulfide obtained in Example 61 (0.15 g, 0.0003 mol) and m-chloroperbenzoic acid (0.063 g, 0.0003 mol) in methylene chloride (3 ml). The crude product was chromatographed on silica gel using ethyl acetate containing 1% acetic acid to give 0.063 g (45%) of the desired product as an oil containing one molar equivalent of acetic acid.

Workup

  1. customThe title compound was prepared
  2. customThe crude product was chromatographed on silica gel

Sources & evidence

ORD record
ord-9224dd56442846409ba97ae2e1c5ad3b
Source dataset
uspto-grants-1990_05
Patent number
US04923891

Reaction notes

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