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Sodium Hydroxide → 3,5-Dimethyldodecanoic acid

HRID 922093
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HRID 922093 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].[OH-].[Na+]>>[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

3

반응물 2

HCID 14798Sodium HydroxideHCID 131734962HCID 131734962, 화합물

생성물 1

HCID 569358013,5-Dimethyldodecanoic acid수율 88.2%

실험 절차

In a nitrogen atmosphere, ethyl 2-(1,3-dimethyldecyl)malonate (4Et) (35.2 g, 0.107 mol) and a 13% by weight aqueous sodium hydroxide solution (104 g) were placed in a reaction vessel and stirred under refluxing with heating for one hour. Then, the resulting ethanol therein was distilled off in one hour. A 56% by weight aqueous sulfuric acid solution (93 g) was added thereto and the resulting mixture was under refluxing with heating for 30 hours. The reaction mixture was diluted with tetrahydrofuran. The organic phase was washed three times with an aqueous saturated sodium chloride solution and concentrated under reduced pressure. The concentrate thus obtained was distilled under reduced pressure (bp: from 130 to 140° C./2 mmHg) to obtain 3,5-dimethyldodecanoic acid (5) (21.6 g, 0.0944 mol). A total yield of three steps from the 2-methylnonyl chloride (1Cl) was 59%.

후처리

  • temperatureunder refluxing
  • temperaturewith heating for one hour
  • distillationThen, the resulting ethanol therein was distilled off in one hour
  • additionA 56% by weight aqueous sulfuric acid solution (93 g) was added
  • temperatureunder refluxing
  • temperaturewith heating for 30 hours
  • additionThe reaction mixture was diluted with tetrahydrofuran
  • washThe organic phase was washed three times with an aqueous saturated sodium chloride solution
  • concentrationconcentrated under reduced pressure
  • concentrationThe concentrate thus
  • customobtained
  • distillationwas distilled under reduced pressure (bp: from 130 to 140° C./2 mmHg)
  • 출처 및 근거

    ORD 기록
    ord-a4bfa82cfae84049b861b0f495f00fb7
    출처 데이터셋
    uspto-grants-2016_03
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US09278900B2

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