Hydrogen chloride-ethyl acetate → HCID 67537064, compound

HRID 2383040Notes

Reaction equation

HRID 2383040 reaction equation
[ClH:1].CCOC(C)=O.[C:8]([C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[CH:16]([CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1)[N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]2)#[N:9]>CCOC(C)=O.C(OCC)C>[ClH:1].[CH:20]1([CH:16]2[C:17]3[C:12](=[CH:11][C:10]([C:8]#[N:9])=[CH:19][CH:18]=3)[CH2:13][CH2:14][NH:15]2)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]1

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67538520HCID 67538520, compound

Product 1

HCID 67537064HCID 67537064, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

4 M HCl/EtOAc (2 mL) was added to a solution of tert-butyl 6-cyano-1-cyclohexyl-3,4-dihydroisoquinoline-2(1H)-carboxylate (361 mg) in EtOAc (1 mL). The mixture was stirred at room temperature for 1 hour. The reaction mixture together with the precipitated crystal was diluted with diethyl ether (5 mL). The crystal was collected by filtration, washed with diethyl ether, and dried in air to obtain 1-cyclohexyl-1,2,3,4-tetrahydroisoquinoline-6-carbonitrile hydrochloride (259 mg).

Workup

  1. filtrationThe crystal was collected by filtration
  2. washwashed with diethyl ether
  3. customdried in air

Sources & evidence

ORD record
ord-57e17c40ad754c34b6f58ec6038ae420
Source dataset
uspto-grants-2012_09
Patent number
US08263607B2

Reaction notes

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