반응 #312250

ord-3ad0cb8877f045a4a389dd78fe9bd806

반응 방정식

O
water
C#CCC(O)CCCC
1-octyn-4-ol
O=C(Cl)c1ccccc1
benzoyl chloride
C#C
acetylene
C#CCC(CCCC)OC(=O)c1ccccc1
4-benzoyloxy-1-octyne

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.WAITto stand for 15 minutes
  2. 2
    농축concentrated
  3. 3
    세척A solution of the residue in ether is washed successively with ice-cold hydrochloric acid, water, sodium bicarbonate solution, and brine
  4. 4
    건조The solution is dried over magnesium sulfate
  5. 5
    여과filtered through Celite
  6. 6
    농축concentrated
  7. 7
    기타to give an oil, λ max

실험 절차

To a stirred solution of 63. g (0.50 moles) of 1-octyn-4-ol (Example 93) in 500 ml of pyridine is added 77 g (0.55 moles) of benzoyl chloride. After stirring for 1.5 hours the mixture is treated with 10 ml of water, allowed to stand for 15 minutes, and concentrated. A solution of the residue in ether is washed successively with ice-cold hydrochloric acid, water, sodium bicarbonate solution, and brine. The solution is dried over magnesium sulfate, filtered through Celite, and concentrated to give an oil, λ max. 3240 (terminal acetylene) and 1730 cm-1 (benzyloxy group).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04235797uspto-grants-1980_11