Toluene → HCID 14526712, compound

HRID 2287634Notes

Reaction equation

HRID 2287634 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][C:2]1=[O:6].[Na].Br[CH2:9][CH2:10][CH2:11][Cl:12].[C:13]1(C)C=CC=CC=1>>[Cl:12][CH2:11][CH2:10][CH2:9][N:1]1[CH2:5][CH2:4][CH2:3][CH2:13][C:2]1=[O:6]

Participants

5

Reactant 4

HCID 1140TolueneHCID 80061-Bromo-3-chloropropaneHCID 120252-PyrrolidoneHCID 5360545Sodium

Product 1

HCID 14526712HCID 14526712, compound

Conditions

Temperature
120 °C

Procedure

A mixture of 2-pyrrolidone (2 g, 23.0 mmol) and finely pulverized sodium metal (0.529 g, 23.0 mmol) in dry toluene (120 ml) was heated at 120° C. with vigrous stirring. 1-Bromo-3-chloropropane (3.97 g, 25.0 mmol) was added to the stirred reaction mixture after 6-7 hours and the heating at 120° C. was continued for 7 hours. The reaction mixture was filtered and toluene was removed under reduced pressure. The residue was distilled under reduced pressure to give the compound 3 (), B.P. 145° C./1 mm., yield 2.86 g (75%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customtoluene was removed under reduced pressure
  3. distillationThe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-4eff720637b141959b49c96c65d7a494
Source dataset
uspto-grants-2000_07
Patent number
US06084097

Reaction notes

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