Hydrochloric Acid → HCID 54309479, compound

HRID 224434Notes

Reaction equation

HRID 224434 reaction equation
[CH:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[C:9]([O:19][CH3:20])[CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:21].[CH3:22]O>>[CH3:22][O:17][C:16](=[O:18])[CH2:15][CH2:14][CH2:13][C:10]1[CH:11]=[C:12]([Cl:21])[C:7]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)=[CH:8][C:9]=1[O:19][CH3:20]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 12878342HCID 12878342, compound

Product 1

HCID 54309479HCID 54309479, compound

Procedure

7.8 g of 4-(4-cyclohexyl-2-methoxyphenyl)-butyric acid are dissolved in 700 ml of anhydrous methanol and saturated whilst cooling with HCl gas. After 48 hours and with the exclusion of moisture, the mixture is evaporated under vacuum and the residue dissolved in 400 ml of methylene chloride. 2.4 ml of sulphuryl chloride and 500 ml of silica gel are added whilst cooling and stirring. After stirring for 18 hours at 20°, the mixture is filtered and the residue is concentrated until dry.

Workup

  1. customwith the exclusion of moisture, the mixture is evaporated under vacuum
  2. dissolutionthe residue dissolved in 400 ml of methylene chloride
  3. addition2.4 ml of sulphuryl chloride and 500 ml of silica gel are added
  4. temperaturewhilst cooling
  5. stirringAfter stirring for 18 hours at 20°
  6. filtrationthe mixture is filtered
  7. concentrationthe residue is concentrated
  8. customuntil dry

Sources & evidence

ORD record
ord-dc81dab0fcea4e47be74ecfd250935d2
Source dataset
uspto-grants-1980_11
Patent number
US04232039

Reaction notes

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