Ethanol hydrochloride → 4-Propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran-5-ol

HRID 552451Notes

Reaction equation

HRID 552451 reaction equation
COC[O:4][C:5]1[C:6]([CH2:22][CH2:23][CH3:24])=[C:7]2[C:11](=[CH:12][CH:13]=1)[C:10]([C:18]([F:21])([F:20])[F:19])([C:14]([F:17])([F:16])[F:15])[O:9][CH2:8]2.Cl.C(O)C>>[CH2:22]([C:6]1[C:5]([OH:4])=[CH:13][CH:12]=[C:11]2[C:7]=1[CH2:8][O:9][C:10]2([C:18]([F:21])([F:19])[F:20])[C:14]([F:15])([F:16])[F:17])[CH2:23][CH3:24]

Participants

3

Reactant 2

HCID 21887872Ethanol hydrochlorideHCID 579008265-(Methoxymethoxy)-4-propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran

Product 1

HCID 579008164-Propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran-5-ol

Procedure

To 5-(methoxymethoxy)-4-propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran (1.12 g, 3.13 mmol), hydrochloric acid-ethanol (2 mol/L, 5 mL) was added and the mixture was stirred at room temperature for 2 hours. The reaction solution was concentrated under vacuum. The obtained residue was purified by silica-gel column chromatography (hexane/ethyl acetate) and of the title compound (952.6 mg, 96%) was obtained as colorless crystalline powder.

Workup

  1. concentrationThe reaction solution was concentrated under vacuum
  2. customThe obtained residue was purified by silica-gel column chromatography (hexane/ethyl acetate) and of the title compound (952.6 mg, 96%)
  3. customwas obtained as colorless crystalline powder

Sources & evidence

ORD record
ord-2994a66ee6ba48ca9912dd7b09f9df60
Source dataset
uspto-grants-2011_05
Patent number
US07951822B2

Reaction notes

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