Triethylamine → HCID 19045802, compound

HRID 1781504Notes

Reaction equation

HRID 1781504 reaction equation
[C:1]1([C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([CH2:11][CH2:12][CH2:13]I)[CH2:8][C:9]#[N:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:21].[CH3:22][O:23][C:24]1[CH:25]=[C:26]2[C:36](=[CH:37][CH:38]=1)[CH2:35][C:29]1([CH2:34][CH2:33][CH2:32][CH2:31][NH:30]1)[CH2:28][CH2:27]2.C(N(CC)CC)C.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[ClH:21].[CH3:22][O:23][C:24]1[CH:25]=[C:26]2[C:36](=[CH:37][CH:38]=1)[CH2:35][C:29]1([CH2:34][CH2:33][CH2:32][CH2:31][N:30]1[CH2:13][CH2:12][CH2:11][C:7]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH2:8][C:9]#[N:10])[CH2:28][CH2:27]2

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 11430Potassium CarbonateHCID 19029016HCID 19029016, compoundHCID 19045652HCID 19045652, compound

Product 1

HCID 19045802HCID 19045802, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3,3-Diphenyl-6-iodohexanenitrile (1.5 g), 3,4-dihydro-6-methoxyspiro[naphthalene-2(1H),2'-piperidine]hydrochloride (1.39 g), triethylamine (0.53 g), and potassium carbonate (0.72 g) were stirred in acetonitrile (25 ml) at 70° C. overnight. The insoluble matter in the reaction mixture was filtered off and the filtrate was concentrated to dryness. The group was purified by silica gel column chromatography to provide the hydrochloride salt of the title compound (0.7 g) as light-yellow powder.

Workup

  1. filtrationThe insoluble matter in the reaction mixture was filtered off
  2. concentrationthe filtrate was concentrated to dryness
  3. customThe group was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-8cac3f5cbcd64aff969a030ee656e03d
Source dataset
uspto-grants-1997_05
Patent number
US05633248

Reaction notes

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