2-Pyrrolidone → HCID 19811000, compound

HRID 373718Notes

Reaction equation

HRID 373718 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][C:2]1=[O:6].C([Li])CCC.[CH2:12]1[CH2:17][CH2:16][CH:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[S:24](Cl)(=[O:26])=[O:25])[CH2:14][CH2:13]1>O1CCCC1.CCCCCC>[CH2:12]1[CH2:13][CH2:14][CH:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[S:24]([N:1]2[CH2:5][CH2:4][CH2:3][C:2]2=[O:6])(=[O:26])=[O:25])[CH2:16][CH2:17]1

Participants

6

Reactant 3

HCID 120252-PyrrolidoneHCID 14574344HCID 14574344, compoundHCID 178418339Butyllithium

Product 1

HCID 19811000HCID 19811000, compoundYield 42.2%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 8058HexaneSolvent

Procedure

The operation is carried out as in Example 12, using 1.97 g of 2-pyrrolidinone in 100 cm3 of tetrahydrofuran, 15.5 cm3 of a 1.5M solution of n-butyllithium in hexane, and 6 g of (4-cyclohexyl)benzene-sulphonyl chloride [J. Am. Chem. Soc. 62, 513 (1940)] in 24 cm3 of tetrahydrofuran. 3 g of expected product is obtained.

Sources & evidence

ORD record
ord-6e873cb926d54aa88b84239f8fa5f754
Source dataset
uspto-grants-1992_11
Patent number
US05164514

Reaction notes

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