Sodium Hydroxide → 1-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethanol

HRID 1756465Notes

Reaction equation

HRID 1756465 reaction equation
C([O:4][CH:5]([C:7]1[CH:16]=[CH:15][C:14]2[C:13]([CH3:18])([CH3:17])[CH2:12][CH2:11][C:10]([CH3:20])([CH3:19])[C:9]=2[CH:8]=1)[CH3:6])(=O)C.[OH-].[Na+]>CO>[CH3:18][C:13]1([CH3:17])[CH2:12][CH2:11][C:10]([CH3:19])([CH3:20])[C:9]2[CH:8]=[C:7]([CH:5]([OH:4])[CH3:6])[CH:16]=[CH:15][C:14]1=2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21474567Acetoxy-1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)ethane

Product 1

HCID 214744991-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethanolYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.2 g (8 mmol), obtained in Example 59 (a), of acetoxy-1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)ethane, dissolved in 20 ml of methanol, are treated with 1.6 g of sodium hydroxide and left stirring for 24 h at room temperature. After evaporation and acidification with 1N HCl, the precipitate is extracted with ethyl ether to yield 1.75 g (93%) of the expected alcohol, melting point 61°-2° C. (αD =-27.2°; c=1, ethanol).

Workup

  1. waitleft
  2. customAfter evaporation and acidification with 1N HCl
  3. extractionthe precipitate is extracted with ethyl ether

Sources & evidence

ORD record
ord-bdba36eae4ff4542ac3a2a986c8da077
Source dataset
uspto-grants-1995_08
Patent number
US05439925

Reaction notes

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