Acetic Acid → HCID 21453522, 화합물

HRID 436248노트

반응식

HRID 436248 반응식
[CH3:1][C@@:2]12[CH2:11][CH2:10][CH2:9][C@H:8]([CH3:12])[C:7]1=[CH:6][C:5](=[O:13])[CH2:4][CH2:3]2.CC([O-])(C)C.[K+].C(O)(=O)C.C([O-])(O)=O.[Na+]>C(O)(C)(C)C>[CH3:1][C:2]12[CH2:11][CH2:10][CH2:9][C:8]([CH3:12])=[C:7]1[CH2:6][C:5](=[O:13])[CH2:4][CH2:3]2

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 516892Sodium BicarbonateHCID 6428338HCID 6428338, 화합물HCID 23665647Potassium tert-butoxide

생성물 1

HCID 21453522HCID 21453522, 화합물수율 90%

시약·촉매·용매 1

HCID 6386tert-Butanol용매

실험 절차

A solution of 2.0 g (11.5 mM) of trans-6,10-dimethyl-bicyclo[4.4.0]dec-1-en-3-one and 12.0 g (ca. 110 mM) of potassium ter-butylate in 75 ml of ter-butanol, has been stirred during 2 hr at room temperature under an inert atmosphere of nitrogen. 400 ml of a 10% aqueous solution of acetic acid were then added thereto and the thus obtained mixture rapidly neutralized with a saturated aqueous solution of NaHCO3. By extraction with ether followed by washing, drying, evaporation and purification by column chromatography on silicagel (elution with CH2Cl2), there were obtained 1.80 g (90% yield) of the desired product. IR (neat) : 1710, 1600 cm-1NMR (CCl4) : 1.20 (3H,s); 1.58 (3H, large s); 2.27 (2H,t,J=5 cps); 3.10 (2H,m) δ ppm MS : M+ = 178 (57); m/e = 163 (100), 123 (45), 93 (42).

후처리

  1. extractionBy extraction with ether
  2. washby washing
  3. customdrying
  4. customevaporation and purification by column chromatography
  5. washon silicagel (elution with CH2Cl2)

출처 및 근거

ORD 기록
ord-18ac633e53074bfa8269b451aea65918
출처 데이터셋
uspto-grants-1977_02
특허 번호
US04008184

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