Benzyl Chloride → HCID 19774311, compound

HRID 1613696Notes

Reaction equation

HRID 1613696 reaction equation
[CH:1]1([C:7]([O:9][CH2:10][CH2:11][N:12]([CH3:24])[CH2:13][CH2:14][O:15][C:16]([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[O:17])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:25]([Cl:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C(#N)C>[Cl-:32].[CH:1]1([C:7]([O:9][CH2:10][CH2:11][N+:12]([CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([CH2:13][CH2:14][O:15][C:16]([CH:18]2[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]2)=[O:17])[CH3:24])=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 7503Benzyl ChlorideHCID 19774312HCID 19774312, compound

Product 1

HCID 19774311HCID 19774311, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 28.5 g (0.084 mol) of N,N-bis(2-(cyclohexanoyloxy)ethyl)methylamine (prepared as described in Example 22), 10.63 g (0.084 mol) of benzyl chloride and 200 of acetonitrile was heated at reflux for 2.5 hours and concentrated to an oil. Ether was added to the oil which induced crystallization. The white solid was collected, washed two times with ether and recrystallized from 2-butanone. The yield of product was 8.3 g; mp=143.5°-4.5° C.

Workup

  1. temperatureat reflux for 2.5 hours
  2. concentrationconcentrated to an oil
  3. additionEther was added to the oil which
  4. customcrystallization
  5. customThe white solid was collected
  6. washwashed two times with ether
  7. customrecrystallized from 2-butanone

Sources & evidence

ORD record
ord-8efe376418cf48be8099e1fbdfd9d539
Source dataset
uspto-grants-1993_03
Patent number
US05194472

Reaction notes

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