Triethylamine → HCID 23315738, compound

HRID 1659797Notes

Reaction equation

HRID 1659797 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][Cl:10])=[CH:5][CH:4]=1.[OH:11][N:12]1[C:16](=[O:17])[C:15]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:14]2[C:13]1=[O:22].C(N(CC)CC)C>C(#N)C>[Cl:10][CH2:9][C:6]1[CH:7]=[CH:8][C:3]([CH2:2][O:11][N:12]2[C:13](=[O:22])[C:14]3=[CH:21][CH:20]=[CH:19][CH:18]=[C:15]3[C:16]2=[O:17])=[CH:4][CH:5]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10665N-HydroxyphthalimideHCID 12171alpha,alpha'-Dichloro-p-xylene

Product 1

HCID 23315738HCID 23315738, compoundYield 59.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 1,4-bis(chloromethyl)benzene (25 g.), N-hydroxyphthalimide (23.4 g.) and triethylamine (14.5 g.) in acetonitrile (200 ml.) was heated under reflux for 1.5 hours. The reaction mixture was poured into ice-water (1 l.) and the precipitates were collected by filtration. The precipitates were washed with ethanol and dried to give N-(4-chloromethylbenzyloxy)phthalimide (25.5 g.).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1.5 hours
  3. filtrationthe precipitates were collected by filtration
  4. washThe precipitates were washed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-2989324cc2ca43d5ab008fabe33af664
Source dataset
uspto-grants-1981_12
Patent number
US04304770

Reaction notes

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