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Benzoyl chloride → (3-Tert-butyl-4-hydroxyphenyl) benzoate

HRID 277641
Notes
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Reaction equation

HRID 277641 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:6]=1[OH:12])([CH3:4])([CH3:3])[CH3:2].[C:13](Cl)(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>N1C=CC=CC=1>[C:13]([O:11][C:9]1[CH:8]=[CH:7][C:6]([OH:12])=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[CH:10]=1)(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 16043Tert-Butylhydroquinone

Product 1

HCID 836814(3-Tert-butyl-4-hydroxyphenyl) benzoate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Using 6.65 g of 2-tert-butyl-1,4-dihydroxybenzene, 4.6 ml of benzoyl chloride and 200 ml of pyridine, reaction and workup carried out as in Reference Example gave 9.35 g of 4-benzoyloxy-2-tert-butylphenol as white crystals, m.p. 120-121° C. Using. 9.35 g of the white crystals, 1,47 g of sodium hydride, 6.27 g of benzyl bromide and 40 ml of DMF, reaction and workup carried out as in Example 12 gave 6.07 g of yellow oil.

Sources & evidence

ORD record
ord-195d0e7013504a89bdc9616bbea8d83a
Source dataset
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06358515B2

Reaction notes

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