반응 #1176550

ord-4fff79cbbbc643ce85078d63c0701996

반응 방정식

O=S(Cl)Cl
Thionyl chloride
CO
methanol
COc1ccc(CCC(=O)O)cc1
3-(4-methoxyphenyl)propionic acid
COC(=O)CCc1ccc(OC)cc1
methyl 3-(4-methoxyphenyl)propionate

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도under cooling with a Dry Ice/methanol bath
  2. 2
    기타the reaction
  3. 3
    workup.STIRRINGstirred for an additional 1 hour
  4. 4
    기타The solvent was removed in vacuo
  5. 5
    workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
  6. 6
    세척The solution was washed twice with a saturated aqueous solution of sodium bicarbonate
  7. 7
    건조After drying over unhydrous sodium sulfate
  8. 8
    기타the solvent was evaporated in vacuo
  9. 9
    기타to produce a pale yellow crystal
  10. 10
    기타in an amount of 5.29 g (yield, 98%)

실험 절차

Thionyl chloride (3.1 ml, 42.5 mmol) was added slowly to methanol (30 ml) with stirring under cooling with a Dry Ice/methanol bath. After allowing the reaction to warm to room temperature, 3-(4-methoxyphenyl)propionic acid (5 g, 27.7 mmol) was added and stirred for an additional 1 hour. The solvent was removed in vacuo and the residue was dissolved in ethyl acetate. The solution was washed twice with a saturated aqueous solution of sodium bicarbonate, then once with a saturated aqueous solution of sodium chloride. After drying over unhydrous sodium sulfate, the solvent was evaporated in vacuo to produce a pale yellow crystal in an amount of 5.29 g (yield, 98%). Rf1 : 0.83

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04965405uspto-grants-1990_10