1,4-Dioxane hydrochloride → 3-(2,2,2-trifluoroethoxy)azetidine hydrochloride

HRID 1506153Notes

Reaction equation

HRID 1506153 reaction equation
[F:1][C:2]([F:17])([F:16])[CH2:3][O:4][CH:5]1[CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6]1.O1CCOCC1.[ClH:24]>C(OCC)(=O)C>[ClH:24].[F:1][C:2]([F:17])([F:16])[CH2:3][O:4][CH:5]1[CH2:8][NH:7][CH2:6]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 71258444HCID 71258444, compound

Product 1

HCID 754817013-(2,2,2-trifluoroethoxy)azetidine hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl 3-(2,2,2-trifluoroethoxy)azetidine-1-carboxylate (350 mg, 1.37 mmol) in ethyl acetate (1.0 mL) was mixed with 4 M hydrogen chloride-1,4-dioxane solution (3.0 mL) under cooling with ice and then stirred at room temperature for 2 hours. The reaction mixture was concentrated to give a mixture containing the title compound as a colorless oil (224 mg). The mixture was used for next step without further purification.

Workup

  1. temperatureunder cooling with ice
  2. concentrationThe reaction mixture was concentrated
  3. customto give a mixture

Sources & evidence

ORD record
ord-23d5f9cb171848669c1488cb2948591b
Source dataset
uspto-grants-2015_12
Patent number
US09216999B2

Reaction notes

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