Water → HCID 21264588, compound

HRID 567115Notes

Reaction equation

HRID 567115 reaction equation
[CH3:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[O:4][CH2:5][C:6]1[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=1[C:8](Cl)=[O:9].[NH:19]1[CH2:23][CH2:22][CH2:21][CH2:20]1.O>COC(C)(C)C>[CH3:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[O:4][CH2:5][C:6]1[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=1[C:8]([N:19]1[CH2:23][CH2:22][CH2:21][CH2:20]1)=[O:9]

Participants

5

Reactant 3

HCID 962WaterHCID 31268PyrrolidineHCID 156802362-[(2-Methylphenoxy)methyl]benzoyl chloride

Product 1

HCID 21264588HCID 21264588, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

At 20 to 30° C., 15.6 g (0.06 mol) of 2-(2-methylphenoxymethyl)benzoyl chloride (EP-A 493 711, page 22) are added dropwise to a solution of 8.53 g (0.12 mol) of pyrrolidine in 40 ml of t-butyl methyl ether. The mixture is admixed with water and the organic phase is separated off, dried over sodium sulphate and concentrated under reduced pressure. The residue crystallizes when stirred with diisopropyl ether. 15 g (84.6% of theory) of N-[2-(2-methylphenoxymethyl)-benzoyl]-pyrrolidine are obtained.

Workup

  1. customthe organic phase is separated off
  2. dry with materialdried over sodium sulphate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue crystallizes when

Sources & evidence

ORD record
ord-1d8526c2c4be46d2bcb6f30e859a24be
Source dataset
uspto-grants-2001_01
Patent number
US06177459B1

Reaction notes

Loading…