반응 #1985945

ord-2114d28bad454af9b4c8e60deb539fb3

반응 방정식

COC(=O)CCc1cc(OC(C)=O)c(OC)cc1CO[Si](C)(C)C(C)(C)C
methyl 5-acetoxy-2-tert-butyldimethylsilyloxymethyl-4-methoxyhydrocinnamate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cl
HCl
COC(=O)CCc1cc(O)c(OC)cc1CO[Si](C)(C)C(C)(C)C
desired product
COC(=O)CCc1cc(O)c(OC)cc1CO[Si](C)(C)C(C)(C)C
Methyl 5-Hydroxy-2-tert-butyldimethylsilyloxymethyl-4-methoxyhydrocinnamate

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출The mixture is extracted with ether
  2. 2
    세척the ether solution is washed with brine
  3. 3
    건조dried over magnesium sulfate
  4. 4
    여과filtered
  5. 5
    농축concentrated in vacuo
  6. 6
    기타The residue is purified by HPLC
  7. 7
    세척eluting with 20% ethyl acetate in hexanes

실험 절차

A mixture of methyl 5-acetoxy-2-tert-butyldimethylsilyloxymethyl-4-methoxyhydrocinnamate (4.64 g) and potassium carbonate (0.16 g) in anhydrous methanol (50 ml) is stirred at 0°-5° C. for about 18 hours, diluted with water, and the pH adjusted to 5 with dilute HCl. The mixture is extracted with ether and the ether solution is washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue is purified by HPLC, eluting with 20% ethyl acetate in hexanes to give the desired product.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05571506uspto-grants-1996_11