Dichloromethane → HCID 58372719, compound

HRID 888483Notes

Reaction equation

HRID 888483 reaction equation
[CH2:1]([O:3][C:4](=[O:32])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([O:14][C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[CH:17][C:16]=2[CH2:24][S:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:7]=1)[CH3:2].[Sn](Cl)Cl.C(Cl)Cl.C(=O)(O)[O-].[Na+]>CCO.O>[CH2:1]([O:3][C:4](=[O:32])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([O:14][C:15]2[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][C:16]=2[CH2:24][S:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:7]=1)[CH3:2]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 24479Stannous ChlorideHCID 516892Sodium BicarbonateHCID 58372772HCID 58372772, compound

Product 1

HCID 58372719HCID 58372719, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

[4-Methoxy-3-(4-nitro-2-phenylsulfanylmethyl-phenoxy)-phenyl]-acetic acid ethyl ester (0.4 g, 0.9 mmol) and tin(II) chloride (0.6 g, 2.7 mmol) were combined in EtOH (20 mL) and stirred overnight at 70° C. CH2Cl2, H2O, and sodium bicarbonate were added, and the mixture was filtered through. Celite. The organic layer was separated and concentrated to give the title compound.

Workup

  1. filtrationthe mixture was filtered through
  2. customThe organic layer was separated
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-abafea7bddce4f488218865d393942e3
Source dataset
uspto-grants-2012_08
Patent number
US08247602B2

Reaction notes

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