Hydrogen chloride-ethyl acetate → HCID 66795671, compound

HRID 1012298Notes

Reaction equation

HRID 1012298 reaction equation
C(OC([NH:8][C:9]1([C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19](/[CH:22]=[CH:23]/[C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:18][CH:17]=2)=[O:14])[CH2:12][CH2:11][CH2:10]1)=O)(C)(C)C.[ClH:29].C(OCC)(=O)C>C(Cl)(Cl)Cl>[ClH:29].[NH2:8][C:9]1([C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19](/[CH:22]=[CH:23]/[C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:18][CH:17]=2)=[O:14])[CH2:12][CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 58826723HCID 58826723, compound

Product 1

HCID 66795671HCID 66795671, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of ethyl (E)-3-{4-[(1-tert-butoxycarbonylaminocyclobutanecarbonyl)amino]phenyl}acrylate (943 mg, 2.43 mmol) in chloroform (10 ml) was added 4N HCl-ethyl acetate solution (10 ml) under ice-cooling, and the mixture was stirred for 4 hr. The solvent was evaporated under reduced pressure and hexane:diethyl ether (1:1) solution was added to the obtained residue. The precipitated solid was collected by filtration and washed with hexane:diethyl ether (1:1) solution. The obtained solid was dried in vacuo to give ethyl (E)-3-{4-[(1-aminocyclobutanecarbonyl)amino]phenyl}acrylate hydrochloride (720 mg, yield 91%).

Workup

  1. temperaturecooling
  2. customThe solvent was evaporated under reduced pressure and hexane:diethyl ether (1:1) solution
  3. additionwas added to the obtained residue
  4. filtrationThe precipitated solid was collected by filtration
  5. washwashed with hexane:diethyl ether (1:1) solution
  6. customThe obtained solid was dried in vacuo

Sources & evidence

ORD record
ord-966df2aad63c46db8b723e427096cb53
Source dataset
uspto-grants-2011_07
Patent number
US07977331B1

Reaction notes

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