Hydrochloric Acid → HCID 131714171, compound

HRID 1381159Notes

Reaction equation

HRID 1381159 reaction equation
[C:1]1([C@@:7]23[O:15][C:14]4[CH:16]=[CH:17][CH:18]=[CH:19][C:13]=4[C@@H:8]2[CH2:9][NH:10][CH2:11][CH2:12]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:20](#[N:23])[CH:21]=[CH2:22].[ClH:24]>CCOCC>[ClH:24].[C:20]([CH2:21][CH2:22][N:10]1[CH2:11][CH2:12][C@:7]2([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[O:15][C:14]3[CH:16]=[CH:17][CH:18]=[CH:19][C:13]=3[C@@H:8]2[CH2:9]1)#[N:23]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7855AcrylonitrileHCID 86739997HCID 86739997, compound

Product 1

HCID 131714171HCID 131714171, compoundYield 99.8%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A 10 ml round bottom flask was charged with 0.503 g of cis 1,2,3,4,4a,9b-hexahydro-4a-phenyl-benzofuro[3,2-c]pyridine followed by 1 ml of acrylonitrile. The resulting mixture was stirred for 1/2 hour at room temperature under nitrogen and then heated at 60° for 1 hour. The reaction mixture was diluted with 10 ml of ether and treated with 4 ml of ether saturated with HCl. After stirring for 15 minutes, the precipitated salt was filtered, washed with ether, and dried to give 0.68 g (99.8%) of crystalline solid, m.p. s 205, 213°-216°. Recrystallization from ethanol afforded 0.50 g (73.3%) of crystals, m.p. s 213, 216°-219°.

Workup

  1. temperatureheated at 60° for 1 hour
  2. stirringAfter stirring for 15 minutes
  3. filtrationthe precipitated salt was filtered
  4. washwashed with ether
  5. customdried

Sources & evidence

ORD record
ord-8822849564f44fcd8342161033c5dfa8
Source dataset
uspto-grants-1986_04
Patent number
US04585779

Reaction notes

Loading…