Sulfuric Acid → HCID 54195762, compound

HRID 1447927Notes

Reaction equation

HRID 1447927 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 25.

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-e190f7e8c18a4aaf8775f5beaa1ca111
Source dataset
uspto-grants-1979_12
Patent number
US04178460

Reaction notes

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