Hydrochloric Acid → (Tetrahydro-2H-pyran-3-yl)hydrazine hydrochloride

HRID 242000Notes

Reaction equation

HRID 242000 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH:3]([NH:7][NH:8]C(OC(C)(C)C)=O)[CH2:2]1.C(OCC)(=O)C.[ClH:22]>ClCCl>[ClH:22].[O:1]1[CH2:6][CH2:5][CH2:4][CH:3]([NH:7][NH2:8])[CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 66745297tert-Butyl 2-(tetrahydro-2H-pyran-3-yl)hydrazinecarboxylate

Product 1

HCID 66744316(Tetrahydro-2H-pyran-3-yl)hydrazine hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(±)-tert-Butyl 2-(tetrahydro-2H-pyran-3-yl)hydrazinecarboxylate (216 mg, 1.00 mmol) was dissolved in dichloromethane (10 mL) and ethyl acetate (10 mL) and cooled to 0° C. The mixture was saturated with gaseous hydrogen chloride, warmed to ambient temperature and stirred for 1 hour. The mixture was concentrated in vacuo and the residue was concentrated with toluene (2×20 mL) to afford the titled compound.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. concentrationthe residue was concentrated with toluene (2×20 mL)

Sources & evidence

ORD record
ord-d0acedd8c71d4ef7b2628b4e77c9ecb4
Source dataset
uspto-grants-2014_02
Patent number
US08653079B2

Reaction notes

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