Thiophenol → 2-(2-Phenylthioethyl)-1-methylpyrrolidine

HRID 429340Notes

Reaction equation

HRID 429340 reaction equation
Cl[CH2:2][CH2:3][CH:4]1[CH2:8][CH2:7][CH2:6][N:5]1[CH3:9].[C:10]1([SH:16])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:10]1([S:16][CH2:2][CH2:3][CH:4]2[CH2:8][CH2:7][CH2:6][N:5]2[CH3:9])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 7969ThiophenolHCID 11430Potassium CarbonateHCID 2850932-(2-Chloroethyl)-1-methylpyrrolidine

Product 1

HCID 105131952-(2-Phenylthioethyl)-1-methylpyrrolidineYield 10,012.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-(2-Chloroethyl)-1-methylpyrrolidine (1.30 g, 0.08 mmole), thiophenol (1.00 g, 9.08 mmole), potassium carbonate (12.56 g, 90.8 mmole) and DMF (18 mL) were combined, yielding 1.77 g (8.01 mmole, 89%) of the desired compound.

Sources & evidence

ORD record
ord-c4208d7a556d462fb8d775cab8ac8391
Source dataset
uspto-grants-2001_11
Patent number
US06316490B1

Reaction notes

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