Hydrochloric Acid → 1-(Benzyloxy)piperidin-2-imine hydrochloride

HRID 2219038Notes

Reaction equation

HRID 2219038 reaction equation
[CH2:1]([O:8][N:9]([CH2:17][CH2:18][CH2:19][CH2:20][C:21]#[N:22])C(=O)OC(C)(C)C)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:23]>O1CCOCC1>[ClH:23].[CH2:1]([O:8][N:9]1[CH2:17][CH2:18][CH2:19][CH2:20][C:21]1=[NH:22])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10685938tert-Butyl benzyloxy(4-cyanobutyl)carbamate

Product 1

HCID 671477991-(Benzyloxy)piperidin-2-imine hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Tert-butyl benzyloxy(4-cyanobutyl)carbamate was dissolved in a solution of 4 M HCl in 1,4-dioxane and the mixture was stirred for 18 h at room temperature. The solvent was removed under reduced pressure and the residue was treated with ethyl acetate and diethyl ether. A solid formed which was washed with diethyl ether, filtered and dried under high vacuum to give 1-(benzyloxy)piperidin-2-imine hydrochloride as a pale yellow solid.

Workup

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue was treated with ethyl acetate and diethyl ether
  3. customA solid formed which
  4. washwas washed with diethyl ether
  5. filtrationfiltered
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-07e5edccfa19494ea25398d8075b5ba4
Source dataset
uspto-grants-2008_08
Patent number
US07414045B2

Reaction notes

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