تفاعل #1687646

ord-298d9a9657ed43e4b2558022df81d04e

معادلة التفاعل

CC(=O)Oc1ccc(C(=O)O)c(F)c1
4-acetoxy-2-fluorobenzoic acid
O=S(Cl)Cl
thionyl chloride
CCC(CC)OC(=O)c1ccc(OC(C)=O)cc1F
4-acetoxy-2-fluoro-1-(1-ethylpropyloxycarbonyl)benzene

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىto react
  2. 2
    درجة الحرارةunder reflux for 5 hours
  3. 3
    workup.DISTILLATIONThereafter, excessive thionyl chloride was distilled off
  4. 4
    workup.ADDITIONa mixture comprising 1 ml of pyridine, 4 ml of dry ether and 0.6 g of 3-pentanol was added dropwise to the above mixture
  5. 5
    workup.ADDITIONAfter the addition
  6. 6
    workup.ADDITIONdiluted with 200 ml of ether
  7. 7
    غسيلan organic layer was washed consecutively with diluted hydrochloric acid
  8. 8
    تجفيفa 1N sodium hydroxide aqueous solution and water, and dried over magnesium sulfate

الإجراء التجريبي

1.0 Gram of 4-acetoxy-2-fluorobenzoic acid was added to 7 ml of thionyl chloride, and the mixture was allowed to react under reflux for 5 hours. Thereafter, excessive thionyl chloride was distilled off, and a mixture comprising 1 ml of pyridine, 4 ml of dry ether and 0.6 g of 3-pentanol was added dropwise to the above mixture. After the addition, the resulting mixture was stirred at room temperature for one day and diluted with 200 ml of ether, and an organic layer was washed consecutively with diluted hydrochloric acid, a 1N sodium hydroxide aqueous solution and water, and dried over magnesium sulfate.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05976409uspto-grants-1999_11