1-Phenylethanol → 4-(1-Phenylethyl)-2,6-ditert-butyl-phenol

HRID 66628

Reaction equation

HRID 66628 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:6]=1[OH:15])([CH3:4])([CH3:3])[CH3:2].[C:16]1([CH:22](O)[CH3:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(O)(=O)C.C(O)=O>[C:11]([C:7]1[CH:8]=[C:9]([CH:22]([CH3:23])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:10]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]=1[OH:15])([CH3:14])([CH3:13])[CH3:12]

Participants

5

Reactant 2

HCID 74091-PhenylethanolHCID 314052,6-Di-tert-butylphenol

Product 1

HCID 3311934-(1-Phenylethyl)-2,6-ditert-butyl-phenol

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 284Formic AcidSolvent

Procedure

2,6-Di-t-butyl-4-(α-methylbenzyl) phenol was prepared by refluxing 2,6-di-t-butylphenol (51 g) and 1-phenylethanol (31 g) in acetic acid (40 ml) and formic acid (75 ml) as described for A. The product was obtained as a colorless oil, b.p. 166°-168° at 1.0 mm Hg (62 g); (meas. mass=310.2309. Calc. for C22H30O=310.2296). The pmr spectrum was: δ1.40, 18H, S; δ1.61, 3H, D (J=8 Hz); δ4.06, 1H, Q (J=8 Hz); δ5.02, 1H, S; δ7.01, 2H, S; δ7.22, 5H, S.

Workup

  1. customThe product was obtained as a colorless oil, b.p. 166°-168° at 1.0 mm Hg (62 g)

Sources & evidence

ORD record
ord-6a959fd9b2ad4e44acf5d89ceaea591e
Source dataset
uspto-grants-1982_08
Patent number
US04342777

Linked notes

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