Lithium Chloride → HCID 20391996, compound

HRID 1863525Notes

Reaction equation

HRID 1863525 reaction equation
COC([C:5]1([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]([O:34][CH3:35])=[O:33])[CH:9]([CH:10]([S:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)/[CH:11]=[CH:12]/[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:8][O:7][C:6]1=[O:25])=O.[Cl-].[Li+]>CN(C)P(=O)(N(C)C)N(C)C>[CH3:35][O:34][C:32]([CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH:5]1[CH:9]([CH:10]([S:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)/[CH:11]=[CH:12]/[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:8][O:7][C:6]1=[O:25])=[O:33]

Participants

4

Reactant 2

HCID 433294Lithium ChlorideHCID 20391998HCID 20391998, compound

Product 1

HCID 20391996HCID 20391996, compoundYield 41.4%

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

166 mg (0.33 mmol) of 3-methoxycarbonyl-3-(6-methoxycarbonylhexyl)-4-(1-phenylthio-trans-2-octenyl)-oxolane-2-one was dissolved in 4 ml of hexamethylphosphoric triamide in an argon atmosphere followed by stirring. 70 mg (1.65 mmol) of lithium chloride was then added to the solution and the mixture was stirred at a temperature of 100° C. for 5 hours. The resulting mixture was then worked up in the same manner as described in Example 5 to obtain 61 mg (41% yield) of 3-(6-methoxycarbonylhexyl)-4-(1-phenylthio-trans-2-octenyl)oxolane-2-one.

Workup

  1. stirringthe mixture was stirred at a temperature of 100° C. for 5 hours

Sources & evidence

ORD record
ord-e0ddc358dda140389019c2e3647ec7eb
Source dataset
uspto-grants-1979_09
Patent number
US04169199

Reaction notes

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