تفاعل #432155

ord-cf17dec162e3440886c834555d7b68d0

معادلة التفاعل

O=C(O)c1ccc(-c2ccc(O)cc2)cc1
4-hydroxybiphenyl-4'-carboxylic acid
CC[C@H](C)CO
(S)-2-methylbutyl alcohol
Cc1ccc(S(=O)(=O)O)cc1
p-toluenesulfonic acid
CC[C@H](C)COC(=O)c1ccc(-c2ccc(O)cc2)cc1
corresponding colorless compound
المردود 41.0%
CC[C@H](C)COC(=O)c1ccc(-c2ccc(O)cc2)cc1
(S)-2-methylbutyl 4-hydroxybiphenyl-4'-carboxylate
المردود 41.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThen the mixture was filtered
  2. 2
    أخرىto remove the unreacted 4-hydroxybiphenyl-4'-carboxylic acid
  3. 3
    أخرىNext, the filtrate was evaporated
  4. 4
    workup.DISTILLATIONthe unreacted (S)-2-methylbutyl alcohol was distilled off
  5. 5
    أخرىThe crystals thus obtained
  6. 6
    أخرىwere recrystallized from 200 ml of n-hexane

الإجراء التجريبي

3.75 g of 4-hydroxybiphenyl-4'-carboxylic acid was heated under reflux together with (S)-2-methylbutyl alcohol in the presence of 0.10 g of p-toluenesulfonic acid for about 6 hours. Then the mixture was filtered to remove the unreacted 4-hydroxybiphenyl-4'-carboxylic acid. Next, the filtrate was evaporated and the unreacted (S)-2-methylbutyl alcohol was distilled off. The crystals thus obtained were recrystallized from 200 ml of n-hexane. Thus, 2.05 g of the corresponding colorless compound was obtained (Yield: 41%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05055225uspto-grants-1991_10