Oct-7-en-1-ol → 7-Octenoic acid

HRID 27309

반응식

HRID 27309 반응식
[CH2:1]([OH:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH2:8].CC(C)=[O:12].OS(O)(=O)=O.O=[Cr](=O)=O>CC(C)=O>[C:1]([OH:12])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH2:8]

참가 물질

4

반응물 2

HCID 83203Oct-7-en-1-olHCID 131709961Jones' reagent

생성물 1

HCID 5439777-Octenoic acid

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a stirred solution of 152 g of oct-7-en-1-ol (prepared in Example 22 B-1) in 3.4 liters of acetone there was added 1.4 M of Jones Reagent (986 ml) while the mixture was maintained at less than 10° C. The mixture was stirred for 10 min and was quenched with 100 ml of isopropanol. The acetone volume was reduced in vacuo and the residue was diluted with water and extracted three times with equal volumes of ethyl acetate. The combined ethyl acetate extracts were washed two times with water, then with saturated aqueous sodium chloride, dried over magnesium sulfate and evaporated in vacuo to yield 164 g of the title compound having the following physical characteristics:

후처리

  1. temperaturewas maintained at less than 10° C
  2. customwas quenched with 100 ml of isopropanol
  3. additionthe residue was diluted with water
  4. extractionextracted three times with equal volumes of ethyl acetate
  5. washThe combined ethyl acetate extracts were washed two times with water
  6. dry with materialwith saturated aqueous sodium chloride, dried over magnesium sulfate
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-97d0545d1cd34b9688c44edac3779056
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04220795

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