Hydrochloric Acid → HCID 21430568, compound

HRID 437243Notes

Reaction equation

HRID 437243 reaction equation
Cl[CH2:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH2:11][CH2:10][CH2:9][CH2:8]2)=[O:4].[C:15]([NH:23][CH:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.CN(C)C.Cl>CN(C)C=O>[CH2:11]1[C:12]2[C:7](=[CH:6][C:5]([C:3](=[O:4])[CH2:2][N:27]3[CH2:28][CH2:29][CH:24]([NH:23][C:15](=[O:22])[C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[CH2:25][CH2:26]3)=[CH:14][CH:13]=2)[CH2:8][CH2:9][CH2:10]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1146TrimethylamineHCID 118120N-4-PiperidylbenzamideHCID 2315072-Chloro-1-(5,6,7,8-tetrahydronaphthalen-2-yl)ethan-1-one

Product 1

HCID 21430568HCID 21430568, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 6-chloroacetyl-1,2,3,4-tetrahydro napthalene (20.87 g.), 4-benzamidopiperidine (20.4 g.) and trimethylamine (11.1 g.) in dimethylformamide (200 ml.). was stirred for 3 days at room temperature. The crystals which had formed during this time were then filtered off, washed and dried. A portion of this crystalline solid (4.0 g.) was dissolved in ethanol (50 ml.) and acidified with ethanol hydrogen chloride to give 4.0 g. of the hydrochloride of the title compound, m.p. 270° C. (decomp.). (Found: C, 69.5; H, 7.2; N, 6.8; C24H28N2O2.HCl requires C, 69.8; H, 7.1; N, 6.8%).

Workup

  1. customThe crystals which had formed during this time
  2. filtrationwere then filtered off
  3. washwashed
  4. customdried
  5. dissolutionA portion of this crystalline solid (4.0 g.) was dissolved in ethanol (50 ml.)
  6. customto give 4.0 g

Sources & evidence

ORD record
ord-fd35cc9998894e81b81f15265e0a9222
Source dataset
uspto-grants-1977_06
Patent number
US04029801

Reaction notes

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