m-Chloroperbenzoic acid → HCID 13686104, compound

HRID 568890Notes

Reaction equation

HRID 568890 reaction equation
[C:1]1([C:7]2[O:8][CH2:9][CH:10]([CH2:12][S:13][C:14]3[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=3)[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1C=C(Cl)C=C(C(OO)=[O:29])C=1>C(Cl)Cl>[C:1]1([C:7]2[O:8][CH2:9][CH:10]([CH2:12][S:13]([C:14]3[CH:15]=[CH:16][C:17]([OH:20])=[CH:18][CH:19]=3)=[O:29])[N:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acid2×HCID 13686103HCID 13686103, compound

Product 1

HCID 13686104HCID 13686104, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 2.85 q (10.0 mm) of the sulfide prepared in Example 1 in 50 ml methylenechloride at 25° C. was added 2.1 g (12 mm) of 90% MCPBA. Small portions of MCPBA were added until conversion was completed as indicated by thin layer chromatography. The solution was poured into 50 ml methylenechloride, washed with 100 ml NaHCO3 solution, dried over Na2SO4, filtered and concentrated to give crude title compound.

Workup

  1. washwashed with 100 ml NaHCO3 solution
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-aa537b5dbfd14fd79620f638bf3b2aab
Source dataset
uspto-grants-1988_03
Patent number
US04730044

Reaction notes

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