Water → HCID 19774312, compound

HRID 1195427Notes

Reaction equation

HRID 1195427 reaction equation
[CH:1]1([C:7](Cl)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:10][N:11]([CH2:15][CH2:16][OH:17])[CH2:12][CH2:13][OH:14].[OH-:18].[Na+].O>C(Cl)Cl>[CH:1]1([C:7]([O:14][CH2:13][CH2:12][N:11]([CH3:10])[CH2:15][CH2:16][O:17][C:7]([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:18])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 962WaterHCID 7767N-MethyldiethanolamineHCID 14798Sodium HydroxideHCID 75938Cyclohexanecarbonyl chloride

Product 1

HCID 19774312HCID 19774312, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 73.31 g (0.05 mol) cyclohexanecarbonyl chloride in 200 ml of methylene chloride was added to a solution of 29.79 g (0.25 mol) of N-methyldiethanolamine, 20.0 g (0.50 mol) of sodium hydroxide and 200 ml of water over approximately 1 minute. The reaction was exothermic requiring the use of a reflux condenser. The reaction mixture was stirred for another 45 minutes after which the organic layer was separated, washed with water, dried over MgSO4 and concentrated. The residue was distilled to give product, bp=192°-9° C./0.30 mm.

Workup

  1. customwas separated
  2. washwashed with water
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. distillationThe residue was distilled
  6. customto give product, bp=192°-9° C./0.30 mm

Sources & evidence

ORD record
ord-eeb7cb94cd3d4940bd2afe27899db7fe
Source dataset
uspto-grants-1992_05
Patent number
US05110977

Reaction notes

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