Hydrochloric Acid → HCID 10559168, compound

HRID 1596363Notes

Reaction equation

HRID 1596363 reaction equation
Cl[CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[C:8]=1[NH2:9])=[O:6].CC(C)([O-])C.[K+].C(OCC)(=O)C.Cl>O1CCCC1>[CH:4]1([C:5]([C:7]2[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[C:8]=2[NH2:9])=[O:6])[CH2:2][CH2:3]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 15468939HCID 15468939, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 10559168HCID 10559168, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2-(4-chlorobutanoyl)-6-methylaniline (538 mg) and potassium t-butoxide (285 mg) in tetrahydrofuran (8 ml) was stirred at room temperature for 1.5 hour. Ethyl acetate and 0.1 N aqueous hydrochloric acid were added to the reaction mixture. The separated organic layer was washed with water, saturated aqueous sodium bicarbonate and brine successively and dried over magnesium sulfate. Removal of the solvent in vacuo gave 2-cyclopropylcarbonyl-6-methylaniline (445 mg, 100.0%) as a crystalline powder.

Workup

  1. washThe separated organic layer was washed with water, saturated aqueous sodium bicarbonate and brine successively
  2. dry with materialdried over magnesium sulfate
  3. customRemoval of the solvent in vacuo

Sources & evidence

ORD record
ord-a327136b0fa4443293fa46019a3ef54b
Source dataset
uspto-grants-2001_09
Patent number
US06291452B1

Reaction notes

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