Carbonochloridic acid, 4-methoxyphenyl ester → 1-(4'-Methoxyphenoxycarbonyl)-2-pyrrolidinone

HRID 847220Notes

Reaction equation

HRID 847220 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1)=[O:3].C[Si](C)(C)[N:15]1[CH2:19][CH2:18][CH2:17][C:16]1=[O:20]>C1(C)C=CC=CC=1>[CH3:12][O:11][C:8]1[CH:9]=[CH:10][C:5]([O:4][C:2]([N:15]2[CH2:19][CH2:18][CH2:17][C:16]2=[O:20])=[O:3])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 82128Carbonochloridic acid, 4-methoxyphenyl esterHCID 844611-(Trimethylsilyl)pyrrolidin-2-one

Product 1

HCID 197515141-(4'-Methoxyphenoxycarbonyl)-2-pyrrolidinoneYield 73.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

To a solution of 4-methoxyphenyl chloroformate (3.73 g, 20.2 mmol) in anhydrous toluene (10 ml) was added a solution of 1-trimethylsilyl-2-pyrrolidinone (3.46 g, 22.0 mmol) in anhydrous toluene (10 ml). The mixture was stirred at room temperature for 30 min. The reaction mixture was evaporated under reduced pressure to dryness to give a solid material. Recrystallization from ethanol afforded 3.45 g of colorless prisms. Yield 73.4%

Workup

  1. customThe reaction mixture was evaporated under reduced pressure to dryness
  2. customto give a solid material
  3. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-3c04e54d28be4579ae968bb9b25b76d9
Source dataset
uspto-grants-1992_08
Patent number
US05140041

Reaction notes

Loading…