Ethanol → 87316-44-7

HRID 483273Notes

Reaction equation

HRID 483273 reaction equation
[CH3:1]/[C:2](/[C:12]1[CH:21]=[C:20]2[C:15]([C:16]([CH3:25])([CH3:24])[CH2:17][CH2:18][C:19]2([CH3:23])[CH3:22])=[CH:14][C:13]=1[CH3:26])=[CH:3]\[C:4]1[CH:11]=[CH:10]C(C#N)=[CH:6][CH:5]=1.[OH2:27].[CH2:28]([OH:30])[CH3:29]>[OH-].[Na+]>[CH3:1]/[C:2](/[C:12]1[CH:21]=[C:20]2[C:15]([C:16]([CH3:25])([CH3:24])[CH2:17][CH2:18][C:19]2([CH3:23])[CH3:22])=[CH:14][C:13]=1[CH3:26])=[CH:3]\[C:4]1[CH:11]=[CH:10][C:29]([C:28]([OH:27])=[O:30])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 962WaterHCID 13188796HCID 13188796, compound

Product 1

HCID 644198587316-44-7

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

13.5 g of E-4-[2-methyl-2-(1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphth-7-yl)-vinyl]-benzonitrile in a mixture of 200 ml of ethanol and 200 ml of 10N sodium hydroxide solution were heated at the boil for 3 hours. The mixture was then cooled, after which it was poured onto 1 liter of water, and the colorless precipitate was filtered off under suction and dried to give 14.9 g of E-4-[2-methyl-2-(1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphth-7-yl)-vinyl]-benzoic acid of melting point 204°-206° C. (cf. Example 2).

Workup

  1. temperaturewere heated at the boil for 3 hours
  2. temperatureThe mixture was then cooled
  3. filtrationthe colorless precipitate was filtered off under suction
  4. customdried

Sources & evidence

ORD record
ord-3cba1db88e374338b482d06305231ce7
Source dataset
uspto-grants-1986_03
Patent number
US04578498

Reaction notes

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