Benzoyl chloride → 4-Hydroxy-3,5-dimethylphenyl benzoate

HRID 277639

Reaction equation

HRID 277639 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[OH:10].[C:11](Cl)(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>N1C=CC=CC=1>[C:11]([O:8][C:6]1[CH:7]=[C:2]([CH3:1])[C:3]([OH:10])=[C:4]([CH3:9])[CH:5]=1)(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 695602,6-Dimethylhydroquinone

Product 1

HCID 2391044-Hydroxy-3,5-dimethylphenyl benzoate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Using 4.70 g of 2,6-dimethyl-1,4-dihydroxybenzene, 4.0 ml of benzoyl chloride and 100 ml of pyridine, reaction and workup carried out as in Reference Example gave 6.35 g of 4-benzoyloxy-2,6-dimethylphenol as white crystals, m.p. 139.5-141.0° C. Using 6.35 g of the white crystals, 1.26 g of sodium hydride, 4.2 ml of benzyl bromide and 50 ml of DMF, reaction and workup carried out as in Example 12 gave 4.22 g of yellow oil.

Sources & evidence

ORD record
ord-123423b244b54f378abe0c94fe49cb13
Source dataset
uspto-grants-2002_03
Patent number
US06358515B2

Linked notes

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