Water → HCID 54249443, compound

HRID 1073238

Reaction equation

HRID 1073238 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][NH2:17])[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH:24]1([CH:30]=[CH:31][C:32](Cl)=[O:33])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1.O>C(#N)C>[CH:24]1([CH:30]=[CH:31][C:32]([NH:17][CH2:16][CH2:15][C:11]2[CH:12]=[CH:13][CH:14]=[C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:10]=2)=[O:33])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 2074152-(3-(Benzyloxy)phenyl)ethanamineHCID 566232073-Cyclohexylprop-2-enoyl chloride

Product 1

HCID 54249443HCID 54249443, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

To a solution of 2-[3-benzyloxyphenyl]ethylamine (2.3 g) (prepared in a manner analogous to that described in Example 1E) in acetonitrile (25 cm3) was added powdered potassium carbonate (2.1 g) followed by 3-cyclohexylpropenoyl chloride (1.72 g) in acetonitrile (10 cm3) which was added over ten minutes. The resulting mixture was stirred for one hour and was then treated with water (40 cm3) and SVM (3 cm3) thereby causing the precipitation of an oil which solidified to give a pale tan solid after several minutes. This solid was filtered off, washed with 5% SVM in water and sucked dry. Yield=3.08 g m.p. 98°-100° C.

Workup

  1. additionwas added over ten minutes
  2. customthe precipitation of an oil which
  3. customto give a pale tan solid after several minutes
  4. filtrationThis solid was filtered off
  5. washwashed with 5% SVM in water
  6. customsucked dry

Sources & evidence

ORD record
ord-6ed3d95875fb434c90d2e9397a9d6a26
Source dataset
uspto-grants-1990_11
Patent number
US04968698

Linked notes

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