Diethyl Ether → HCID 20536237, compound

HRID 1155968Notes

Reaction equation

HRID 1155968 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([OH:14])=[C:7]([C:9]([CH3:13])([CH3:12])[CH2:10][OH:11])[CH:8]=1)#[N:2].C(OCC)C.CO[C:22](OC)([CH3:24])[CH3:23]>S(=O)(=O)(O)O>[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:14][C:22]([CH3:24])([CH3:23])[O:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:7]=2[CH:8]=1)#[N:2]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 64952,2-DimethoxypropaneHCID 20536186HCID 20536186, compound

Product 1

HCID 20536237HCID 20536237, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

A suspension of 2-(5-cyano-2-hydroxyphenyl)-2-methyl-1-propanol (5 g), prepared as in Example 26, in 2,2-dimethoxypropane was treated with 2 drops sulphuric acid at 10° C. After 1 hour at ambient temperature, diethyl ether was added, and the solution was washed with sodium hydroxide solution and water (twice). It was then dried over magnesium sulphate and run down, yielding 2.4 g of an oil which solidified on standing. The solid was dissolved in petroleum ether (bp 40°-60° C.) and the solution was cooled in an ice/salt bath. The resulting crystalline solid was separated off by filtration, yielding 1.9 g of product, mp 55°-56° C.

Workup

  1. washthe solution was washed with sodium hydroxide solution and water (twice)
  2. dry with materialIt was then dried over magnesium sulphate

Sources & evidence

ORD record
ord-f8b366e47a9b45278299ef0e2a21e765
Source dataset
uspto-grants-1982_06
Patent number
US04333759

Reaction notes

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