Hydrochloric Acid → HCID 66629751, compound

HRID 882336Notes

Reaction equation

HRID 882336 reaction equation
[ClH:1].[C:2]1([C@@H:8]2[CH2:10][C@H:9]2[NH:11][CH2:12][C:13]2[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CCOCC>[ClH:1].[C:2]1([C@@H:8]2[CH2:10][C@H:9]2[NH:11][CH2:12][C:13]2[CH:14]=[CH:15][C:16]([C:17]#[N:18])=[CH:19][CH:20]=2)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 46869800HCID 46869800, compound

Product 1

HCID 66629751HCID 66629751, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
-78 °C

Procedure

2 M ethereal solution of HCl (0.14 mL, 0.27 mmol) was slowly added to a solution of 4-({[(trans)-2-phenylcyclopropyl]amino}methyl)benzonitrile (67 mg, 0.27 mmol) in dry Et2O (5 mL) cooled at −78° C., and allowed to reach room temperature. After 10 min the white precipitate was allowed to settle and Et2O was decanted, the solid was washed with Et2O (20 mL) and vacuum dried, rendering 65 mg of 4-({[(trans)-2-phenylcyclopropyl]amino}methyl)benzonitrile hydrochloride (white solid, 84% yield).

Workup

  1. customto reach room temperature
  2. customEt2O was decanted
  3. washthe solid was washed with Et2O (20 mL) and vacuum
  4. customdried

Sources & evidence

ORD record
ord-9fa84ba054ce4cf3815844a8ffbcbb36
Source dataset
uspto-grants-2015_03
Patent number
US08993808B2

Reaction notes

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