Toluene → HCID 19705499, compound

HRID 727538Notes

Reaction equation

HRID 727538 reaction equation
[CH3:1][Si:2](Cl)([CH3:4])[CH3:3].[CH3:6][CH:7]([CH3:15])[CH2:8][CH:9]1[CH2:13][CH2:12][NH:11][C:10]1=[O:14].C(N(CC)CC)C.C1(C)C=CC=CC=1>CCCCCC>[CH3:6][CH:7]([CH3:15])[CH2:8][CH:9]1[CH2:13][CH2:12][N:11]([Si:2]([CH3:4])([CH3:3])[CH3:1])[C:10]1=[O:14]

Participants

6

Reactant 4

HCID 1140TolueneHCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 184426853-(2-Methylpropyl)pyrrolidin-2-one

Product 1

HCID 19705499HCID 19705499, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
40 °C

Procedure

TMSCl (2.2 mL, 18 mmol) is added dropwise to a solution of 3-(2-methylpropyl)-2-pyrrolidinone (2.25 g, 15.9 mmol), triethylamine (2.7 mL, 19 mmol), and toluene (16 mL) at room temperature. The mixture is heated at 40° C. for 3 hours and diluted with hexane (50 mL). After stirring for 10 minutes at 0° C., the mixture is filtered and the filtrate concentrated. Distillation (1 mm, 62°-68° C.) of the residue gives 2.40 g (71%) of the title compound as an oil.

Workup

  1. filtrationthe mixture is filtered
  2. concentrationthe filtrate concentrated
  3. distillationDistillation (1 mm, 62°-68° C.) of the residue

Sources & evidence

ORD record
ord-f6329100066e40dd8875dcddef856df5
Source dataset
uspto-grants-1998_01
Patent number
US05712300

Reaction notes

Loading…