Ethanol → HCID 18442907, compound

HRID 458707Notes

Reaction equation

HRID 458707 reaction equation
[OH-:1].[K+].[CH3:3][C:4]1([CH3:17])[CH2:13][CH2:12][C:11]([CH3:15])([CH3:14])[C:10]2[CH:9]=[C:8]([OH:16])[CH:7]=[CH:6][C:5]1=2.[CH2:18]([OH:20])[CH3:19]>>[CH3:3][C:4]1([CH3:17])[CH2:13][CH2:12][C:11]([CH3:15])([CH3:14])[C:10]2[CH:9]=[C:8]([O:16][CH2:19][CH2:18][O:20][C:11]3[CH:12]=[CH:13][C:4]([CH:3]=[O:1])=[CH:5][CH:10]=3)[CH:7]=[CH:6][C:5]1=2

Participants

4

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 2687865,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ol

Product 1

HCID 18442907HCID 18442907, compoundYield 46.4%

Conditions

Temperature
-5 °C

Procedure

To a solution of potassium hydroxide (0.67 g, 9.80 mmol) in ethanol (30 ml) is added 5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthol (2.00 g, 9.80 mmol) and 4-(2-bromoethoxy)benzaldehy (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 (1.60 g, 46.4%).

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-bf700fa8467b4f2db8c01f42f8556cfc
Source dataset
uspto-grants-2007_03
Patent number
US07192970B2

Reaction notes

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