5,6,7,8-Tetrahydro-2-naphthol → HCID 18442908, compound

HRID 458713Notes

Reaction equation

HRID 458713 reaction equation
[OH-].[K+].[CH:3]1[C:12]2[CH2:11][CH2:10][CH2:9][CH2:8][C:7]=2[CH:6]=[CH:5][C:4]=1[OH:13].Br[CH2:15][CH2:16][O:17][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=1>C(O)C>[CH:3]1[C:12]2[CH2:11][CH2:10][CH2:9][CH2:8][C:7]=2[CH:6]=[CH:5][C:4]=1[O:13][CH2:15][CH2:16][O:17][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 143055,6,7,8-Tetrahydro-2-naphtholHCID 14797Potassium HydroxideHCID 2627064-(2-Bromoethoxy)Benzaldehyde

Product 1

HCID 18442908HCID 18442908, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
-5 °C

Procedure

To a solution of potassium hydroxide (0.67 g, 9.80 mmol) in ethanol (30 ml) is added 5,6,7,8-tetrahydro-2-naphthol (1.45 g, 9.80 mmol) and 4-(2-bromoethoxy)benzaldehyde (2.25 g, 9.80 mmol). Then the mixture is heated to reflux for 8 hours. After cooled to −5° C., the precipitate is collected by filtration, washed with water, and dried under vacuum to give the title product (1.39 g, 48.0%).

Workup

  1. temperatureThen the mixture is heated
  2. temperatureto reflux for 8 hours
  3. filtrationthe precipitate is collected by filtration
  4. washwashed with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-1aa4110ebf55478dbdddbf7822682a67
Source dataset
uspto-grants-2007_03
Patent number
US07192970B2

Reaction notes

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