Hydrochloric Acid → 2-Amino-5-chloro-α-(2-chlorophenyl)-α-methylbenzenemethanol

HRID 747620Notes

Reaction equation

HRID 747620 reaction equation
[NH2:1][C:2]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[Cl:12])=[O:5].[CH3:18][Mg]Br.Cl>C(OCC)C>[NH2:1][C:2]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[Cl:12])([OH:5])[CH3:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 180692-Amino-2',5-dichlorobenzophenoneHCID 178418573HCID 178418573, compound2×

Product 1

HCID 685682062-Amino-5-chloro-α-(2-chlorophenyl)-α-methylbenzenemethanol

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To 5 g of 2-amino-2′,5-dichlorobenzophenone dissolved in 100 ml of diethyl ether, at −30° C., are added 12.5 ml of 3M methylmagnesium bromide solution, and the mixture is maintained at room temperature for 18 hours. 6 ml of 3M methylmagnesium bromide solution are added and the mixture is left at room temperature for 1 hour. The resulting mixture is hydrolysed with 2M hydrochloric acid solution and washed with water. The organic phase is dried over anhydrous sodium sulfate to give 4.3 g of the expected product.

Workup

  1. washwashed with water
  2. dry with materialThe organic phase is dried over anhydrous sodium sulfate

Sources & evidence

ORD record
ord-fef9e72037264104a65763b29feee14e
Source dataset
uspto-grants-2008_07
Patent number
US07396958B2

Reaction notes

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