Hydrochloric Acid → HCID 54392493, compound

HRID 1577618Notes

Reaction equation

HRID 1577618 reaction equation
[CH2:1]([C:4]1[CH:5]=[C:6]([C:11]([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[C:16]([CH2:21][CH:22]=[CH2:23])[CH:15]=2)([CH3:13])[CH3:12])[CH:7]=[CH:8][C:9]=1[OH:10])[CH:2]=[CH2:3].[OH-].[K+].Cl>CO>[CH:21]([C:16]1[CH:15]=[C:14]([C:11]([C:6]2[CH:7]=[CH:8][C:9]([OH:10])=[C:4]([CH:1]=[CH:2][CH3:3])[CH:5]=2)([CH3:12])[CH3:13])[CH:19]=[CH:18][C:17]=1[OH:20])=[CH:22][CH3:23]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 74457Phenol, 4,4'-(1-methylethylidene)bis(2-(2-propen-1-yl)-

Product 1

HCID 54392493HCID 54392493, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
110 °C

Procedure

400 ml of methanol is slowly added with stirring to a mixture of 3 mols of 2,2-bis-(3-allyl-4-hydroxyphenyl)-propane (A1) and potassium hydroxide pellets. The mixture is afterwards carefully heated to 110° C. with the distilling off of 116 ml of methanol. The reaction solution is subsequently held, with reflux cooling, for a further 6 hours at 110° C. The reaction solution is then cooled, neutralised with conc. HCl, and extracted with methylene chloride. The extract is dried, and completely evaporated to dryness to thus yield essentially pure 2,2-bis-[3-(1-propenyl)-4-hydroxyphenyl]-propane (A2), which at room temperature is a very highly viscous yellow liquid. The structural formula A2 is confirmed by microanalysis and H-NMR, MS and UV spectroscopy, as well as by means of gel-permeation chromatography.

Workup

  1. temperaturewith reflux
  2. temperatureThe reaction solution is then cooled
  3. extractionextracted with methylene chloride
  4. customThe extract is dried
  5. customcompletely evaporated to dryness

Sources & evidence

ORD record
ord-a349ee0de2ab440491e03051c6a51a6f
Source dataset
uspto-grants-1981_09
Patent number
US04288583

Reaction notes

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