Potassium Carbonate → HCID 803776, compound

HRID 271645Notes

Reaction equation

HRID 271645 reaction equation
C([O-])([O-])=O.[K+].[K+].Cl.Cl[CH2:9][CH2:10][N:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1.[Br:16][C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[C:19]([Cl:24])[CH:18]=1>CN(C=O)C.CCOC(C)=O>[Br:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:9][CH2:10][N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)=[C:19]([Cl:24])[CH:18]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 198594-Bromo-2-chlorophenolHCID 816681-(2-Chloroethyl)pyrrolidine hydrochloride

Product 1

HCID 803776HCID 803776, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

415 mg (3.00 mmol) K2CO3 and 170 mg (1.00 mmol) N-(2-chloroethyl)-pyrrolidine-hydrochloride is added to a solution of 207 mg (1.00 mmol) 4-bromo-2-chloro-phenol in 5 mL DMF and the mixture is stirred for 24 h at RT. The reaction mixture is diluted with 50 mL EtOAc, extracted once with 30 mL water and twice with 30 mL semisaturated NaHCO3 solution. The organic phase is dried over MgSO4 and the solvent is eliminated i.vac. Further purification is carried out by column chromatography on silica gel (gradient: DCM to DCM/MeOH 9:1).

Workup

  1. extractionextracted once with 30 mL water and twice with 30 mL
  2. dry with materialThe organic phase is dried over MgSO4
  3. customFurther purification

Sources & evidence

ORD record
ord-93b2067e8c8a4324bfb993330458cb36
Source dataset
uspto-grants-2008_11
Patent number
US07452911B2

Reaction notes

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