Potassium Carbonate → 4-[2-(1-Methylpyrrolidin-2-yl)ethylsulfanyl]phenol

HRID 429341Notes

Reaction equation

HRID 429341 reaction equation
Cl[CH2:2][CH2:3][CH:4]1[CH2:8][CH2:7][CH2:6][N:5]1[CH3:9].[OH:10][C:11]1[CH:16]=[CH:15][C:14]([SH:17])=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[OH:10][C:11]1[CH:16]=[CH:15][C:14]([S:17][CH2:2][CH2:3][CH:4]2[CH2:8][CH2:7][CH2:6][N:5]2[CH3:9])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2401474-MercaptophenolHCID 2850932-(2-Chloroethyl)-1-methylpyrrolidine

Product 1

HCID 53109684-[2-(1-Methylpyrrolidin-2-yl)ethylsulfanyl]phenolYield 44.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-(2-Chloroethyl)-1-methylpyrrolidine (2.0 g, 13.5 mmole), 4-hydroxythiophenol (1.7 g, 13.5 mmole), potassium carbonate (18.7 g, 135.4 mmole) and DMF (26 mL) were combined, yielding 1.42 g (5.98 mmole, 44%) of the desired compound.

Sources & evidence

ORD record
ord-dc8ff5556aad43c08ad9ff64f155ee37
Source dataset
uspto-grants-2001_11
Patent number
US06316490B1

Reaction notes

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