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Acetic Acid → 3,5-Dimethyldodecanoic acid

HRID 922094
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HRID 922094 반응식
[CH3:1][CH:2]([CH:13](C([O-])=O)[C:14]([O:16]CC)=[O:15])[CH2:3][CH:4]([CH3:12])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].C(O)(=O)C.S(=O)(=O)(O)O>O>[CH3:1][CH:2]([CH2:3][CH:4]([CH3:12])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH2:13][C:14]([OH:16])=[O:15]
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참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 131734962HCID 131734962, 화합물

생성물 1

HCID 569358013,5-Dimethyldodecanoic acid수율 88%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

In a nitrogen atmosphere, ethyl 2-(1,3-dimethyldecyl)malonate (4Et) (18.6 g, 0.0566 mol), acetic acid (40 g), water (20 g), and sulfuric acid (2 g) were placed in a reaction vessel and stirred for 48 hours under refluxing with heating while distilling off ethanol. The reaction mixture was diluted with tetrahydrofuran and water. The organic phase was washed with an aqueous saturated sodium chloride solution and concentrated under reduced pressure. The concentrate thus obtained was distilled under reduced pressure (bp: from 130° C. to 140° C./2 mmHg) to obtain 3,5-dimethyldodecanoic acid (5) (11.4 g, 0.0498 mol). A total yield of three steps from the 2-methylnonyl chloride (1Cl) was 59%.

후처리

  1. temperatureunder refluxing
  2. temperaturewith heating
  3. distillationwhile distilling off ethanol
  4. additionThe reaction mixture was diluted with tetrahydrofuran and water
  5. washThe organic phase was washed with an aqueous saturated sodium chloride solution
  6. concentrationconcentrated under reduced pressure
  7. concentrationThe concentrate thus
  8. customobtained
  9. distillationwas distilled under reduced pressure (bp: from 130° C. to 140° C./2 mmHg)

출처 및 근거

ORD 기록
ord-c60eac7c63014c3f9e4d5b2e350b66d1
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09278900B2

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