Hydrochloric Acid → 1-(4-Chlorophenyl)-2-methyl-2-hydroxy-propan-1-one

HRID 133470Notes

Reaction equation

HRID 133470 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:17])[C:9]([CH3:16])([O:11][Si](C)(C)C)[CH3:10])=[CH:4][CH:3]=1.Cl>CO.C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[O:17])[C:9]([CH3:10])([OH:11])[CH3:16])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 221633211-(4-Chlorophenyl)-2-methyl-2-trimethylsilyloxy-propan-1-one

Product 1

HCID 144194521-(4-Chlorophenyl)-2-methyl-2-hydroxy-propan-1-one

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 3.4 g of 1-(4-chlorophenyl)-2-methyl-2-trimethylsilyloxy-propan-1-one in 10 mL of methanol 4 mL of 2N HCl was added and the mixture was stirred for 3 hr. The reaction was diluted with CH2Cl2 and washed with water, brine, dried and concentrated to give the title compound which was used in the next step without purification. 1H NMR: (500 MHz, CDCl3): δ 1.65 (s, 6H), 7.47 (d, 2H), 8.03 (d, 2H)

Workup

  1. washwashed with water, brine
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-a4dfd1d4ed0746c1a1892e5ac305acdf
Source dataset
uspto-grants-2008_06
Patent number
US07390835B2

Reaction notes

Loading…