Hydrogen chloride-ethyl acetate → HCID 50925146, compound

HRID 1404956Notes

Reaction equation

HRID 1404956 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[O:16][CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][C:11]=3[S:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.C(OCC)(=O)C.Cl>C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[O:16][CH2:15][CH2:14][NH:13][CH2:12][C:11]=3[S:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67958821HCID 67958821, compound

Product 1

HCID 50925146HCID 50925146, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl 8-(3-fluorophenyl)-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate (209 mg) was dissolved in ethyl acetate (2 ml), and 4 N hydrogen chloride-ethyl acetate solution (2 ml) was added. The mixture was stirred at room temperature for 1 hr, and the solvent was evaporated under reduced pressure. The residue was recrystallized from a mixed solvent of MeOH and Et2O to give 8-(3-fluorophenyl)-2,3,4,5-tetrahydrothieno[2,3-f][1,4]oxazepine 1 hydrochloride (142 mg, 83.0%) as a solid.

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was recrystallized from a mixed solvent of MeOH and Et2O

Sources & evidence

ORD record
ord-55040f06f6a848a9bf023658f75eefeb
Source dataset
uspto-grants-2014_12
Patent number
US08916549B2

Reaction notes

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