m-Chloroperbenzoic acid → HCID 14405938, compound

HRID 1650249Notes

Reaction equation

HRID 1650249 reaction equation
[C:1]([C:4]1[CH:26]=[CH:25][C:7]([O:8][CH2:9][CH2:10][CH2:11][S:12][CH2:13][CH:14]2[CH2:18][O:17][C:16]([CH3:24])([CH2:19][CH2:20][C:21]([OH:23])=[O:22])[S:15]2)=[C:6]([CH2:27][CH2:28][CH3:29])[C:5]=1[OH:30])(=[O:3])[CH3:2].ClC1C=CC=C(C(OO)=[O:39])C=1>>[C:1]([C:4]1[CH:26]=[CH:25][C:7]([O:8][CH2:9][CH2:10][CH2:11][S:12]([CH2:13][CH:14]2[CH2:18][O:17][C:16]([CH3:24])([CH2:19][CH2:20][C:21]([OH:23])=[O:22])[S:15]2)=[O:39])=[C:6]([CH2:27][CH2:28][CH3:29])[C:5]=1[OH:30])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 14405914HCID 14405914, compound

Product 1

HCID 14405938HCID 14405938, compoundYield 50.3%

Procedure

The title compound was prepared according to the procedure of Example 46 using the sulfide obtained in Example 38 (0.30 g, 0.00066 mol) and m-chloroperbenzoic acid (0.113 g, 0.00066 mol). The crude product was chromatographed on silica gel using ethyl acetate containing 0.5% acetic acid to give 0.157 g (50%) of the desired product as an oil.

Workup

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

Sources & evidence

ORD record
ord-da1a604d341c49b59fb86f9527ac48b4
Source dataset
uspto-grants-1990_05
Patent number
US04923891

Reaction notes

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