Реакция #344333

ord-271d286a7ac74507a81a12a137bee09f

Уравнение реакции

C=CCOc1ccc(C(C)(C)C)cc1C(C(=O)O)c1ccccc1
2-(2-allyloxy-5-tert-butylphenyl)-2-phenylacetic acid
C=CCOc1ccc(C(C)(C)C)cc1C(C(=O)O)c1ccccc1
compound ( 105 )
C=CCOc1ccc(C(C)(C)C)cc1C(C(=O)O)c1ccccc1
2-(2-allyloxy-5-tert-butylphenyl)-2-phenylacetic acid
CCCCCCCCCCCCCCCCCCO
stearyl alcohol
ClCCl
dichloromethane
C(=NC1CCCCC1)=NC1CCCCC1
N,N'-dicyclohexylcarbodiimide
C=CCOc1ccc(C(C)(C)C)cc1C(C(=O)OCCCCCCCCCCCCCCCCCC)c1ccccc1
stearyl 2-(2-allyloxy-5-tert-butylphenyl)-2-phenylacetate
Выход 69.3%

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ФильтрацияThe reaction mixture is filtered
  2. 2
    Концентрированиеconcentrated on a vacuum rotary evaporator

Методика

A solution of 3.24 g (10.0 mmol) of 2-(2-allyloxy-5-tert-butylphenyl)-2-phenylacetic acid (compound (105), Example 2) and 2.70 g (10.0 mmol) of stearyl alcohol (1-octadecanol) in 25 mol of dichloromethane is treated with 100 mg (0.82 mmol) of 4-dimethylaminopyridine and 2.20 g (10.7 mmol) of N,N'-dicyclohexylcarbodiimide, and the mixture is stirred for 60 hours at room temperature. The reaction mixture is filtered and concentrated on a vacuum rotary evaporator. Chromatography of the residue from silica gel using the diluent system dichloromethane/hexane=1:1 yields 4.0 g (69%) of stearyl 2-(2-allyloxy-5-tert-butylphenyl)-2-phenylacetate (compound (106), Table 1) as an oil.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05260430uspto-grants-1993_11