Hydrochloric Acid → HCID 19801185, compound

HRID 1464510Notes

Reaction equation

HRID 1464510 reaction equation
[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([CH:12]([C:22]3[C:23](=[O:32])[C:24]([CH3:31])=[C:25]([CH3:30])[C:26](=[O:29])[C:27]=3[CH3:28])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O:20]C)=[O:19])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[ClH:33]>C(O)(=O)C>[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([CH:12]([C:22]3[C:23](=[O:32])[C:24]([CH3:31])=[C:25]([CH3:30])[C:26](=[O:29])[C:27]=3[CH3:28])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[ClH:33]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19088070HCID 19088070, compound

Product 1

HCID 19801185HCID 19801185, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

In acetic acid (17 ml) was dissolved 1.70 g (3.92 mmole) of methyl 7-[4-(1-imidazolyl)phenyl]-7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)heptanoate, and concentrated hydrochloric acid (7.8 ml) was added to the solution, followed by stirring at 100° C. for 1 hour. The solvent was distilled off, and acetone was added to the residue, followed by concentration under reduced pressure. The crystals, which separated out, were collected by filtration and recrystallized from ethanol/ethyl ether to give 1.30 g (73%) of 7-[4-(1-imidazolyl)phenyl]-7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)heptanoic acid·hydrochloride.

Workup

  1. additionwas added to the solution
  2. distillationThe solvent was distilled off
  3. additionacetone was added to the residue
  4. concentrationfollowed by concentration under reduced pressure
  5. customThe crystals, which separated out
  6. filtrationwere collected by filtration
  7. customrecrystallized from ethanol/ethyl ether

Sources & evidence

ORD record
ord-cb88027d965c4d198d139154ad95bf29
Source dataset
uspto-grants-1994_04
Patent number
US05304658

Reaction notes

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