Hydrochloric Acid → HCID 15289641, compound

HRID 1647944Notes

Reaction equation

HRID 1647944 reaction equation
N1([C:6]2[CH2:11][CH2:10][CH2:9][CH2:8][CH:7]=2)CCCC1.[CH3:12][O:13][C:14](=[O:26])[CH:15]([C:17]1[CH:22]=[CH:21][C:20]([CH2:23]Br)=[C:19]([Cl:25])[CH:18]=1)[CH3:16].Cl.[O:28]1CCOCC1>>[CH3:12][O:13][C:14](=[O:26])[CH:15]([C:17]1[CH:22]=[CH:21][C:20]([CH2:23][CH:6]2[CH2:7][CH2:8][CH2:9][CH2:10][C:11]2=[O:28])=[C:19]([Cl:25])[CH:18]=1)[CH3:16]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 707681-Pyrrolidino-1-cyclohexeneHCID 19922604HCID 19922604, compound

Product 1

HCID 15289641HCID 15289641, compoundYield 73%

Procedure

4.4 g of 1-pyrrolidino-1-cyclohexene, 6 g of methyl-2-(4-bromomethyl-3-chlorophenyl)propionate and 20 ml of dioxane were mixed together to obtain a mixed liquid which was refluxed under agitation for 4 hours. After the end of the reaction, the reaction mixture obtained was incorporated with diluted hydrochloric acid and then extracted with 100 ml of ethyl acetate. The extract obtained was washed with water, dried, freed of the solvent and then distilled at a reduced pressure thereby to obtain 4.6 g (in a yield of 73%) of oily methyl-2-[3-chloro-4-(2-oxocyclohexane-1-yl methyl)phenyl]propionate.

Workup

  1. customto obtain a mixed liquid which
  2. temperaturewas refluxed under agitation for 4 hours
  3. customAfter the end of the reaction
  4. customthe reaction mixture obtained
  5. extractionextracted with 100 ml of ethyl acetate
  6. customThe extract obtained
  7. washwas washed with water
  8. customdried
  9. distillationdistilled at a reduced pressure

Sources & evidence

ORD record
ord-5053acc063144d3699e2728a189f8040
Source dataset
uspto-grants-1995_07
Patent number
US05434292

Reaction notes

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