Dichloromethane → Piperidin-4-yl nitrate hydrochloride

HRID 1676002Notes

Reaction equation

HRID 1676002 reaction equation
[N+:1]([O:4][CH:5]1[CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7][CH2:6]1)([O-:3])=[O:2].C(Cl)[Cl:19]>>[ClH:19].[N+:1]([O-:3])([O:4][CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)=[O:2]

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 58209362Tert-butyl 4-(nitrooxy)piperidine-1-carboxylate

Product 1

HCID 66753481Piperidin-4-yl nitrate hydrochloride

Procedure

To a solution of tert-butyl 4-(nitrooxy)piperidine-1-carboxylate (2.10 g; 8.53 mmol) in DCM (15 ml) cooled to 0° C., HCl gas was bubbled for 2 hrs. The solvent was concentrated and the residue was treated with diethyl ether, affording the title compound which was used in subsequent steps without further purification.

Workup

  1. customHCl gas was bubbled for 2 hrs
  2. concentrationThe solvent was concentrated
  3. additionthe residue was treated with diethyl ether

Sources & evidence

ORD record
ord-9415c1fa27d74a09a9fabe9e93450a17
Source dataset
uspto-grants-2011_08
Patent number
US08003811B2

Reaction notes

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