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Hydrochloric Acid → Non-3-ene

HRID 491260
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HRID 491260 반응식
[H-].[Na+].[CH3:3][CH2:4][C:5](O)([CH2:7][CH2:8][CH:9]=[C:10]([CH3:12])C)C.[CH3:14]I.Cl>CN(P(N(C)C)(N(C)C)=O)C.C1COCC1>[CH3:14][CH2:12][CH:10]=[CH:9][CH2:8][CH2:7][CH2:5][CH2:4][CH3:3]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 86749Dihydrolinalool

생성물 1

HCID 88350Non-3-ene

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 12679
Hexamethylphosphoramide
용매

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온도
37.5 °C

실험 절차

To a dry 2 L multi-neck round bottom flask fitted with an air stirrer, nitrogen inlet condenser and an additional funnel, 400 ml of THF, 44 g of NaH, and 21.2 g of dihydroethyl linalool were added and heated to 35-40° C. 170 g of dihydrolinalool g was then added to the reaction mixture dropwise over 2 hours. The mixture was aged for 8 hours. 9 g of HMPA (available from Aldrich Chemical Company) was added and the mixture was stirred. 144 g of CH3I was added dropwise to the reaction mixture, further aged for two hours and then sampled hourly until maximum conversion was reached. The mixture was cooled and 800 ml of 5% HCl solution was added, allowed to settle, and the organic layer was separated. The aqueous layer was extracted with 3×100 ml of toluene and then dried over MgSO4 to provide 3-nonene, 7-methoxy-3,7-dimethyl-.

후처리

  1. customTo a dry 2 L multi-neck round bottom flask fitted with an air stirrer, nitrogen inlet condenser and an additional funnel
  2. aliquotsampled hourly until maximum conversion
  3. temperatureThe mixture was cooled
  4. customthe organic layer was separated
  5. extractionThe aqueous layer was extracted with 3×100 ml of toluene
  6. dry with materialdried over MgSO4

출처 및 근거

ORD 기록
ord-b33b965f836d448d8aebd9d35a55d478
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07531489B2

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