Acetic Acid → HCID 178447820, compound

HRID 992180Notes

Reaction equation

HRID 992180 reaction equation
C[O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C@H:13]3[CH2:18][CH2:17][C@H:16]([CH2:19][CH2:20][CH3:21])[CH2:15][CH2:14]3)[CH:9]=2)[CH:4]=1.C(O)(=O)C.Br>O>[CH2:19]([C@H:16]1[CH2:17][CH2:18][C@H:13]([C:8]2[CH:9]=[C:10]3[C:5](=[CH:6][CH:7]=2)[CH:4]=[C:3]([OH:2])[CH:12]=[CH:11]3)[CH2:14][CH2:15]1)[CH2:20][CH3:21]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 178447821HCID 178447821, compound

Product 1

HCID 178447820HCID 178447820, compoundYield 100.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 28.0 g of 2-methoxy-6-(trans-4-propylcyclohexyl) naphthalene were added 280 ml of acetic acid and 280 ml of 48% hydrobromic acid. The reaction mixture was then heated under reflux for 12 hours. The reaction solution was then allowed to cool to room temperature. To the reaction solution was then added 500 ml of water to cause crystallization. The crystal thus precipitated was then filtered off. The crystal was washed with water, and then dried under reduced pressure to obtain 26.8 g of 6-(trans-4-propylcyclohexyl)-2-naphthol.

Workup

  1. temperatureThe reaction mixture was then heated
  2. temperatureunder reflux for 12 hours
  3. customcrystallization
  4. customThe crystal thus precipitated
  5. filtrationwas then filtered off
  6. washThe crystal was washed with water
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-1d6dd7214b704b259fa7b2417cbb4cac
Source dataset
uspto-grants-2002_10
Patent number
US06468607B1

Reaction notes

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