반응 #725903

ord-79436a047415479ca8505657f7179884

반응 방정식

COC(=O)COc1ccc(NC(=O)OCCO)cc1
[4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-acetic acid methyl ester
COC(=O)COc1ccc(N=C=O)cc1
(4-Isocyanato-phenoxy)-acetic acid methyl ester
COC(=O)COc1ccc(NC(=O)OCCOC(=O)Nc2ccc(OCC(=O)OC)cc2)cc1
30
수율 56.5%
COC(=O)COc1ccc(NC(=O)OCCOC(=O)Nc2ccc(OCC(=O)OC)cc2)cc1
{4-[2-(4-Methoxycarbonylmethoxy-phenylcarbamoyloxy)-ethoxycarbonylamino]-phenoxy}-acetic acid methyl ester
수율 56.5%

용매

반응 조건

온도
50°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.DISTILLATIONToluene was distilled off
  2. 2
    workup.ADDITIONwater (10 ml) was added
  3. 3
    추출Crude 30 was extracted into chloroform
  4. 4
    건조dried over sodium sulphate
  5. 5
    workup.DISTILLATIONdistilled
  6. 6
    기타purified by column chromatography on silica gel

실험 절차

To [4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-acetic acid methyl ester 29 (1 g, 3.72 mmol) in toluene (10 ml) was added (4-Isocyanato-phenoxy)-acetic acid methyl ester 28 (0.8 g, 3.8 mmol) at room temperature and heated to 50° C. for 20 hours. Toluene was distilled off and water (10 ml) was added. Crude 30 was extracted into chloroform, dried over sodium sulphate, distilled and purified by column chromatography on silica gel using chloroform as eluant to get pure 30 (1 g, 56.5%) as a white fluffy powder.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07691364B2uspto-grants-2010_04