반응 #50775

ord-b6ee0b0ac5b8478abd53a04ef724aadf

반응 방정식

O=C(O)C(O)c1ccc(OCCO)cc1
4-(2-hydroxyethoxy)mandelic acid
O=C(O)C(O)c1ccc(OCCO)cc1
compound ( 201 )
O=C(O)C(O)c1ccc(OCCO)cc1
4-(2-hydroxyethoxy)mandelic acid
Cc1ccc(O)cc1
p-cresol
Cc1ccc2c(c1)C(c1ccc(OCCO)cc1)C(=O)O2
3-[4-(2-hydroxyethoxy)phenyl]-5-methylbenzofuran-2-one
수율 58.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타formed
  2. 2
    기타distils off
  3. 3
    workup.DISTILLATIONExcess p-cresol is then distilled off in a vacuum rotary evaporator

실험 절차

A suspension of 8.5 g (40.0 mmol) of 4-(2-hydroxyethoxy)mandelic acid (compound (201), Example 10, Table 2) and 12.0 g (110 mmol) of p-cresol is maintained at 180° C. under a nitrogen atmosphere for 75 minutes, during which the water formed distils off. Excess p-cresol is then distilled off in a vacuum rotary evaporator. Chromatography of the residue on silica gel using the eluent system 9:1 dichloromethane/ethyl acetate gives 6.6 g (58%) of 3-[4-(2-hydroxyethoxy)phenyl]-5-methylbenzofuran-2-one, a yellowish resin (compound (119), Table 1).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05428162uspto-grants-1995_06