Water → HCID 117760002, compound

HRID 709703Notes

Reaction equation

HRID 709703 reaction equation
[OH:1][C:2]1[C:3]([CH3:11])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].[CH2:12](Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[CH2:12]([O:1][C:2]1[C:3]([CH3:11])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([O:7][CH2:11][C:3]1[CH:4]=[CH:8][CH:9]=[CH:10][CH:2]=1)=[O:6])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 2520233-Hydroxy-2-methylbenzoic Acid

Product 1

HCID 117760002HCID 117760002, compoundYield 174.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3-hydroxy-2-methylbenzoic acid (1.52 g) in DMF (25 mL) were added benzyl bromide (3.40 g) and potassium carbonate (4.14 g), and the mixture was stirred at room temperature for 3 hr. Water was added to the reaction mixture, and the precipitated crystals were collected by filtration, and dried to give the title compound (2.90 g) as a white solid. This compound was used for the next step without further purification.

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-3d1e6f75695f44ea8ca0c51c074f25ca
Source dataset
uspto-grants-2015_11
Patent number
US09181186B2

Reaction notes

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