تفاعل #47219

ord-67dde00b9a0542329d25964fcdd35c37

معادلة التفاعل

Cl
HCl
O.[Li][OH]
LiOH.H2O
COC(=O)c1ccc2c(c1Cl)OCO2
methyl 4-chlorobenzo[d][1,3]dioxole-5-carboxylate
C1CCOC1
THF
O=C(O)c1ccc2c(c1Cl)OCO2
4-chlorobenzo[d][1,3]dioxole-5-carboxylic acid

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
70°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe vial was capped
  2. 2
    استخلاصextracted with ethyl acetate
  3. 3
    تجفيفThe combined organic layers was dried over anhydrous Na2SO4
  4. 4
    ترشيحfiltered
  5. 5
    أخرىthe solvent was removed under vacuum

الإجراء التجريبي

To a vial containing methyl 4-chlorobenzo[d][1,3]dioxole-5-carboxylate (395.8 mg, 1.8 mmol, 1 equiv.) in 3:1 THF:H2O (15 mL) was added LiOH.H2O (153.3 mg, 3.7 mmol, 2 equiv.). The vial was capped and the mixture was stirred at 70° C. for 2 h, diluted with water, acidified with 1M HCl to pH <3, and extracted with ethyl acetate. The combined organic layers was dried over anhydrous Na2SO4, filtered and the solvent was removed under vacuum to give a quantitative yield of 4-chlorobenzo[d][1,3]dioxole-5-carboxylic acid as a white solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07741479B2uspto-grants-2010_06