Sulfuric Acid → 3,7-Dimethyloct-3-enoic acid

HRID 392843노트

반응식

HRID 392843 반응식
S(=O)(=O)(O)[OH:2].[CH3:6]/[C:7](=[CH:11]\[CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])/[CH2:8][CH2:9][OH:10]>O.CC(C)=O.O.O.O.[Cr]>[CH3:6][C:7](=[CH:11][CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])[CH2:8][C:9]([OH:2])=[O:10]

참가 물질

6

반응물 2

HCID 1118Sulfuric AcidHCID 22661166HCID 22661166, 화합물

생성물 1

HCID 713655083,7-Dimethyloct-3-enoic acid

시약·촉매·용매 3

HCID 14787Chromium trihydroxide촉매HCID 180Acetone용매HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

A solution of 8.84 g (88.4 mmol, 3 eq) of chromium VI oxide in 25 mL of water in the presence of 8.2 mL of 95% sulphuric acid is added to a solution of 4.6 g (29.5 mmol, 1 eq) of (E)-3,7-dimethyloct-3-enol in 250 mL of acetone, at 0° C., while maintaining the temperature at 0° C. After addition, the reaction mixture is stirred for 15 minutes at 0° C. and the reaction is then quenched by adding 250 mL of water. The reaction medium is extracted with 2×250 mL of diethyl ether. The organic phases are combined, washed with saturated sodium chloride solution and dried over anhydrous sodium sulphate, and the residue is then filtered through silica gel: eluent (95/5→75/25 Cy/EtOAc).

후처리

  1. additionAfter addition
  2. customthe reaction is then quenched
  3. additionby adding 250 mL of water
  4. extractionThe reaction medium is extracted with 2×250 mL of diethyl ether
  5. washwashed with saturated sodium chloride solution
  6. dry with materialdried over anhydrous sodium sulphate
  7. filtrationthe residue is then filtered through silica gel

출처 및 근거

ORD 기록
ord-c8de4d884ec946e2a73d0ce20047b62b
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06803382B2

반응 노트

불러오는 중…