반응 #3993

ord-16b2bb9cea4a43ed8b1c6f70818936f9

반응 방정식

CC(=O)Cl
acetyl chloride
CC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC=C(C)CO
2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaene-1-ol
c1ccncc1
pyridine
CC(=O)OCC(C)=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C
titled compound
CC(=O)OCC(C)=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C
2,5,9-Trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaenyl acetate

반응 조건

온도
0°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.WAITat room temperature for 30 minutes
  2. 2
    세척The solution is washed with ice cold 5% aqueous sodium bicarbonate and water
  3. 3
    건조dried (MgSO4)
  4. 4
    기타evaporated
  5. 5
    기타to give the crude product
  6. 6
    기타recrystallization from ethanol

실험 절차

A solution of 2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaene-1-ol (1.6 g, 5 mmol) and pyridine (9.6 ml, 7.3 mmol) in 15 ml of anhydrous methylene chloride is stirred in an ice bath and a solution of acetyl chloride (0.37 ml, 5.25 mmol) in 5 ml of anhydrous methylene chloride is added dropwise. The mixture is stirred at 0° C. for 11/2 hours and at room temperature for 30 minutes and then taken up in 250 ml of ether. The solution is washed with ice cold 5% aqueous sodium bicarbonate and water, dried (MgSO4) and evaporated to give the crude product; recrystallization from ethanol affords the titled compound.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04722939uspto-grants-1988_02