Hydrochloric Acid → HCID 21430568, compound

HRID 1730355Notes

Reaction equation

HRID 1730355 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.C(N(CC)CC)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 8471TriethylamineHCID 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 naphthalene (20.87 g.), 4-benzamidopiperidine (20.4 g.) and triethylamine (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 ethanolic 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-b092358686f2468db3b24259f98095e6
Source dataset
uspto-grants-1976_11
Patent number
US03992389

Reaction notes

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