Dimercaprol → HCID 14748488, compound

HRID 1650256Notes

Reaction equation

HRID 1650256 reaction equation
[SH:1][CH:2]([CH2:5][SH:6])[CH2:3][OH:4].[C:7]([CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18])(=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.B(F)(F)F.CCOCC>C(Cl)Cl>[SH:6][CH2:5][CH:2]1[CH2:3][O:4][C:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)([CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18])[S:1]1

Participants

5

Reactant 3

HCID 3080DimercaprolHCID 8000Boron trifluoride etherateHCID 141190Benzenebutanoic acid, gamma-oxo-, methyl ester

Product 1

HCID 14748488HCID 14748488, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared according to the procedure of Example 1 using 2,3-dimercapto-1-propanol (2.3 g, 0.019 mol), methyl 3-benzoylpropionate from Example 67 (3.7 g, 0.019 mol) and boron trifluoride etherate (0.5 ml) in methylene chloride (50 ml). The crude product was chromatographed on silica gel using 1% acetone/toluene as eluent to give 1.0 g (31%) of product.

Workup

  1. customThe crude product was chromatographed on silica gel using 1% acetone/toluene as eluent

Sources & evidence

ORD record
ord-c31fd91c873e4857b2a3fac379916484
Source dataset
uspto-grants-1990_05
Patent number
US04923891

Reaction notes

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