تفاعل #74907

ord-4665f573712346a2b027cf886708c8c9

معادلة التفاعل

CC(O)=S
thioacetic acid
[K+].[OH-]
KOH
O
water
O=C1c2ccc(Cl)cc2CC1Br
2-bromo-5-chloro-1-indanone
O=C1c2ccc(Cl)cc2CC1S
5-Chloro-2-mercapto-1-indanone

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONare added
  2. 2
    أخرىThe product which crystallizes after some time
  3. 3
    ترشيحis filtered off
  4. 4
    workup.ADDITIONintroduced, under nitrogen, into 35 ml of a 5% strength aqueous NaOH solution
  5. 5
    workup.STIRRINGAfter stirring for 1 hour at room temperature
  6. 6
    ترشيحthe crystalline precipitate is filtered off
  7. 7
    أخرىdecomposes at 173°-175° C.

الإجراء التجريبي

A solution of 1.37 g (18 mmoles) of thioacetic acid in 30 ml of ethanol is neutralized exactly, in a nitrogen atmosphere, by the dropwise addition of a 40% strength aqueous KOH solution, and 3.7 g (15 mmoles) of 2-bromo-5-chloro-1-indanone (Example 1 (a)) are added. The reaction mixture is stirred for 1 hour at room temperature and poured into 200 ml of water. The product which crystallizes after some time is filtered off and introduced, under nitrogen, into 35 ml of a 5% strength aqueous NaOH solution. After stirring for 1 hour at room temperature, the pH is adjusted to 1 with 2 N hydrochloric acid and the crystalline precipitate is filtered off. The resulting 5-chloro-2-mercapto-1-indanone decomposes at 173°-175° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04174397uspto-grants-1979_11