Benzyl Chloride → HCID 86733553, compound

HRID 1658155Notes

Reaction equation

HRID 1658155 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:9][N:10]([CH3:21])[CH2:11][CH2:12][CH2:13][N:14]1[C:18](=[O:19])[CH:17]=[CH:16][C:15]1=[O:20].[CH2:22]([Cl:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>CN(C)C=O>[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl-:29].[CH2:22]([N+:10]([CH3:9])([CH3:21])[CH2:11][CH2:12][CH2:13][N:14]1[C:15](=[O:20])[CH:16]=[CH:17][C:18]1=[O:19])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 7503Benzyl ChlorideHCID 3080809SDM

Product 1

HCID 86733553HCID 86733553, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The polymer prepared in Example XIII above (110 g) is dissolved in 1100 ml of N,N-dimethylformamide and 100 g of benzyl chloride is added rapidly with stirring. After standing about 16 hours, the mixture is heated 2 hours on a steam bath. The product is precipitated in acetone, washed twice with acetone and dried under vacuum. The solid is redissolved in methanol, reprecipitated in dioxane, washed with acetone, and vacuum-dried to yield about 130 g of off-white solid.

Workup

  1. temperaturethe mixture is heated 2 hours on a steam bath
  2. customThe product is precipitated in acetone
  3. washwashed twice with acetone
  4. customdried under vacuum
  5. dissolutionThe solid is redissolved in methanol
  6. customreprecipitated in dioxane
  7. washwashed with acetone
  8. customvacuum-dried

Sources & evidence

ORD record
ord-1197fa1164c64221ad82b8d07c047411
Source dataset
uspto-grants-1976_06
Patent number
US03962527

Reaction notes

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