Sodium Hydroxide → HCID 21488098, compound

HRID 1414586Notes

Reaction equation

HRID 1414586 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6]Cl.[CH3:11][NH:12][CH:13](O)[CH3:14].[OH-:16].[Na+]>C1C=CC=CC=1>[OH:16][CH2:14][CH2:13][N:12]([CH2:6][C:5]1[CH:8]=[CH:9][CH:10]=[C:3]([O:2][CH3:1])[CH:4]=1)[CH3:11]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 699943-Methoxybenzyl chlorideHCID 5247031N-Methylaminoethanol

Product 1

HCID 21488098HCID 21488098, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

m-Methoxybenzyl chloride (25 g.) was added slowly to a hot stirred solution of methylaminoethanol (31 g.) in benzene (63 ml.). After heating on a steam-bath for 1 hour, the resulting mixture was cooled and treated with 5N-sodium hydroxide (50 ml.). The aqueous layer was separated and extracted with ether (100 ml.). The combined organic layers were washed with water, dried over anhydrous potassium carbonate, filtered and evaporated. The residue was distilled in vacuo to give N-2-hydroxyethyl-N-m-methoxybenzyl-N-methylamine as a colourless oil, b.p. 116°-118°/0.2 mm.

Workup

  1. temperatureAfter heating on a steam-bath for 1 hour
  2. temperaturethe resulting mixture was cooled
  3. customThe aqueous layer was separated
  4. extractionextracted with ether (100 ml.)
  5. washThe combined organic layers were washed with water
  6. dry with materialdried over anhydrous potassium carbonate
  7. filtrationfiltered
  8. customevaporated
  9. distillationThe residue was distilled in vacuo

Sources & evidence

ORD record
ord-0ec1626aa9954a1b95fe5a200bdec572
Source dataset
uspto-grants-1977_01
Patent number
US04001433

Reaction notes

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