Ethanol → 3-Ethoxy-5-(2-hydroxyphenyl)-2-cyclohexenone

HRID 1446980Notes

Reaction equation

HRID 1446980 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:13][C:12](=[O:14])[CH2:11][C:10](=[O:15])[CH2:9]1.O.[CH2:17](O)[CH3:18]>>[CH2:17]([O:14][C:12]1[CH2:13][CH:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[OH:1])[CH2:9][C:10](=[O:15])[CH:11]=1)[CH3:18]

Participants

4

Reactant 3

HCID 702EthanolHCID 962WaterHCID 176065765-(2-Hydroxyphenyl)cyclohexane-1,3-dione

Product 1

HCID 205521353-Ethoxy-5-(2-hydroxyphenyl)-2-cyclohexenone

Procedure

5-(2-Hydroxyphenyl)-1,3-cyclohexanedione (5.0 g) was dissolved in ethanol (225 ml). The solution was heated under reflux for 3h and diluted to 2 l. by the addition of water. The solid which separated out was collected by filtration, washed with water and dried. Recrystallisation from ethanol afforded the title compound (1.5 g) as pale yellow prisms m.p. 194°-197°.

Workup

  1. temperatureThe solution was heated
  2. additiondiluted to 2 l
  3. customThe solid which separated out
  4. filtrationwas collected by filtration
  5. washwashed with water
  6. customdried
  7. customRecrystallisation from ethanol

Sources & evidence

ORD record
ord-169f25352850496cae9791a9bef394ff
Source dataset
uspto-grants-1982_02
Patent number
US04315006

Reaction notes

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