Benzene → 2-(Morpholin-4-yl)ethyl 2,2-diphenylcyclopropane-1-carboxylate

HRID 1578589Notes

Reaction equation

HRID 1578589 reaction equation
[C:1]1([C:7]2([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:9][CH:8]2[C:10](Cl)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1C=CC=CC=1.[O:25]1[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][OH:33])[CH2:27][CH2:26]1.C(N(CC)CC)C>O>[CH2:29]1[N:28]([CH2:31][CH2:32][O:33][C:10]([CH:8]2[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:9]2)=[O:11])[CH2:27][CH2:26][O:25][CH2:30]1

Participants

6

Reactant 4

HCID 241Benzene2×HCID 8471TriethylamineHCID 611632-MorpholinoethanolHCID 54421108HCID 54421108, compound

Product 1

HCID 2161142-(Morpholin-4-yl)ethyl 2,2-diphenylcyclopropane-1-carboxylate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 0.1 mol of 2,2-diphenyl-cyclopropane-carboxylic acid chloride in 30 ml. of anhydrous benzene is added dropwise to a mixture of 0.1 mol of β-morpholino-ethanol and 0.1 mol of triethylamine in 50 ml. of anhydrous benzene. The mixture is allowed to cool and then stirred for 2 hours at ambient temperature. 300 cc. of water are added, the mixture is extracted with diethyl ether, the extract dried over sodium sulphate, and the solvent removed in vacuo to yield the base.

Workup

  1. temperatureto cool
  2. extractionthe mixture is extracted with diethyl ether
  3. dry with materialthe extract dried over sodium sulphate
  4. customthe solvent removed in vacuo
  5. customto yield the base

Sources & evidence

ORD record
ord-38867ad32cb14d3d969bda784be6edaf
Source dataset
uspto-grants-1976_02
Patent number
US03937832

Reaction notes

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