4-tert-Butylphenol → 2-[4-(Tert-Butyl)Phenoxy]Benzenecarbaldehyde

HRID 1956582Notes

Reaction equation

HRID 1956582 reaction equation
F[C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[C:10]([C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1)([CH3:13])([CH3:12])[CH3:11]>>[C:10]([C:14]1[CH:15]=[CH:16][C:17]([O:20][C:2]2[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=2[CH:4]=[O:5])=[CH:18][CH:19]=1)([CH3:13])([CH3:11])[CH3:12]

Participants

3

Reactant 2

HCID 73934-tert-ButylphenolHCID 67970o-Fluorobenzaldehyde

Product 1

HCID 27634262-[4-(Tert-Butyl)Phenoxy]BenzenecarbaldehydeYield 77%

Procedure

Preparation analogous to Example 12 a) from 2-fluoro-benzaldehyde and 4-tert-butylphenol. Yield: 77%, yellow oil after high vacuum distillation (93°-100° C., 0.9 mbar); TLC (silica gel; hexane/ethyl acetate=1:1; UV): Rf =0.65; 1H-NMR (CDCl3, 200 MHz): 1.35 (s, 9H); 6.75-7.55 (m, 7H); 7.92 (dd, 1H); 10.50 (s, 1H); MS: 254 (M+), 239.

Workup

  1. distillationYield: 77%, yellow oil after high vacuum distillation (93°-100° C., 0.9 mbar)

Sources & evidence

ORD record
ord-4381b2611d6243b6b117bb9ccb0906a3
Source dataset
uspto-grants-1998_07
Patent number
US05780500

Reaction notes

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