Dichloromethane → HCID 23370176, compound

HRID 1901134Notes

Reaction equation

HRID 1901134 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[C:15]3[C:10](=[CH:11][C:12]([S:16][C:17]4[CH:22]=[C:21]([C:23]5[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=5)[CH:20]=[C:19]([F:29])[CH:18]=4)=[CH:13][CH:14]=3)[O:9][C:8](=[O:30])[CH:7]=2)=[CH:2]1.C1C=C(Cl)C=C(C(OO)=[O:39])C=1.C(Cl)Cl>C(Cl)(Cl)Cl>[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[C:15]3[C:10](=[CH:11][C:12]([S:16]([C:17]4[CH:22]=[C:21]([C:23]5[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=5)[CH:20]=[C:19]([F:29])[CH:18]=4)=[O:39])=[CH:13][CH:14]=3)[O:9][C:8](=[O:30])[CH:7]=2)=[CH:2]1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 70297m-Chloroperbenzoic acidHCID 23370206HCID 23370206, compound

Product 1

HCID 23370176HCID 23370176, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 4-(3-furyl)-7-(5-phenyl-3-fluorophenylthio)coumarin (Example 17) (106 mg) in CHCl3 (3 mL) was added m-CPBA (88 mg; 50%). After 2 h, CH2Cl2 was added and the resulting solution was washed with 10% aq. NaHSO3, saturated aq. NaHCO3, dried (MgSO4) and concentrated. Chromatography of the residue (silica gel; hexane/EtOAc (7:3)) provided the title compound as a solid.

Workup

  1. washthe resulting solution was washed with 10% aq. NaHSO3, saturated aq. NaHCO3
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-24edf7d3305843a28fbb197424d57ef7
Source dataset
uspto-grants-1996_11
Patent number
US05576338

Reaction notes

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