Sulfuric Acid → HCID 54195762, compound

HRID 2050093Notes

Reaction equation

HRID 2050093 reaction equation
[C:1]([Mg]Cl)([CH3:4])([CH3:3])[CH3:2].[F:7][C:8]([F:19])([F:18])[O:9][C:10]1[CH:17]=[CH:16][C:13]([CH:14]=[O:15])=[CH:12][CH:11]=1.S(=O)(=O)(O)O.CCOCC>C1COCC1>[F:7][C:8]([F:18])([F:19])[O:9][C:10]1[CH:17]=[CH:16][C:13]([CH:14]([OH:15])[C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:12][CH:11]=1

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 3283Diethyl EtherHCID 69573p-(Trifluoromethoxy)benzaldehydeHCID 178418310HCID 178418310, compound

Product 1

HCID 54195762HCID 54195762, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of commercially available t-butyl magnesium chloride in THF (1.0 mol) is added at 38°-40° C. a solution of 4-trifluoromethoxybenzaldehyde (56 g, 0.4 mol) in THF (50 ml) under nitrogen atmosphere. The reaction solution is stirred at room temperature overnight and cautiously acidified with dilute sulfuric acid at 15°-20° C. Ether is added and the organic phase is washed with water, dried (Na2SO4) and evaporated to a gummy solid. The crude material is purified by silica gel chromatography to give the alcohol which is used in Example 37.

Workup

  1. washthe organic phase is washed with water
  2. dry with materialdried (Na2SO4)
  3. customevaporated to a gummy solid
  4. customThe crude material is purified by silica gel chromatography

Sources & evidence

ORD record
ord-7e32fe0d5b1f4b8eb2ce52318fe6315b
Source dataset
uspto-grants-1980_04
Patent number
US04199595

Reaction notes

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