Ammonium Chloride → 4-(2-Hydroxy-1,1,1-trifluoro-2-propyl)phenol benzyl ether

HRID 1419796Notes

Reaction equation

HRID 1419796 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:20])[C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:21][Mg]Cl.[Cl-].[NH4+]>C(OCC)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([OH:20])([CH3:21])[C:16]([F:17])([F:18])[F:19])=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 212526911-(4-(Benzyloxy)phenyl)-2,2,2-trifluoroethanoneHCID 178418332HCID 178418332, compound

Product 1

HCID 570174464-(2-Hydroxy-1,1,1-trifluoro-2-propyl)phenol benzyl ether

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 30.0 g (0.107 mol) of 4-(trifluoroacetyl)phenyl benzyl ether in 50 ml of diethyl ether was added dropwise at 0° C. to a solution of 12.0 g (0.161 mol) of methylmagnesium chloride in 150 ml of diethyl ether. After 2 hours at reflux, the mixture was poured into saturated ammonium chloride solution. 31.3 g (99% of theory) were obtained of colorless product.

Workup

  1. temperatureAfter 2 hours at reflux
  2. custom31.3 g (99% of theory) were obtained of colorless product

Sources & evidence

ORD record
ord-b3416da64c9c46e1bc298b70a16b7d56
Source dataset
uspto-grants-1999_03
Patent number
US05889012

Reaction notes

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