Hydrogen chloride-ethyl acetate → HCID 68411599, compound

HRID 2194724Notes

Reaction equation

HRID 2194724 reaction equation
[C:1]([C:9]1[S:13][C:12]([CH2:14][N:15](C)[C:16](=O)OC(C)(C)C)=[CH:11][C:10]=1[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OCC)(=O)C.[ClH:36]>C(OCC)(=O)C>[ClH:36].[CH3:16][NH:15][CH2:14][C:12]1[S:13][C:9]([C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:8])=[C:10]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:11]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 86644411HCID 86644411, compound

Product 1

HCID 68411599HCID 68411599, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl [(5-benzoyl-4-phenyl-2-thienyl)methyl]methylcarbamate (236 mg) was dissolved in ethyl acetate (3 mL), and a 4 mol/L hydrogen chloride-ethyl acetate solution (3 mL) was added at room temperature. After stirring for 1 hr, the reaction mixture was concentrated under reduced pressure. The residue was recrystallized from a mixed solvent of ethyl acetate and ethanol to give the title compound as colorless crystals (yield 114 mg, yield 57%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customThe residue was recrystallized from a mixed solvent of ethyl acetate and ethanol

Sources & evidence

ORD record
ord-4aa72cc5cc6b4bb7bf2bde59bdf6a9b3
Source dataset
uspto-grants-2012_12
Patent number
US08334301B2

Reaction notes

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