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Diethyl Ether → alpha,alpha-Diethyl-4-methyl-3-cyclohexene-1-methanol

HRID 1285627
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HRID 1285627 반응식
[Mg].I[CH2:3][CH3:4].[CH3:5][C:6]1[CH2:11][CH2:10][CH:9]([C:12]([OH:14])=O)[CH2:8][CH:7]=1.[CH2:15](OCC)[CH3:16]>>[CH2:15]([C:12]([CH2:3][CH3:4])([CH:9]1[CH2:10][CH2:11][C:6]([CH3:5])=[CH:7][CH2:8]1)[OH:14])[CH3:16]
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참가 물질

5

반응물 4

HCID 3283Diethyl Ether2회HCID 6340IodoethaneHCID 203504-Methyl-3-cyclohexene-1-carboxylic AcidHCID 5462224Magnesium

생성물 1

HCID 13534004alpha,alpha-Diethyl-4-methyl-3-cyclohexene-1-methanol

실험 절차

To 9.4 g of magnesium stirred in 350 ml of diethyl ether was added 60.4 g of iodoethane over 30 minutes to produce a mildly refluxing reaction mixture. The reaction mixture was refluxed for an additional hour, and then 23 g of the methyl ester of 4-methyl-3-cyclohexene-1-carboxylic acid in 20 ml of diethyl ether was added dropwise while maintaining gentle reflux. The reaction mixture was refluxed for an additional 1/2 hour, quenched with water, and extracted with diethyl ether; the ether extract was washed with saturated NaCl solution, dried (MgSO4), and stripped to yield an oil, which upon distillation gave 23.2 g of product, b.p. 90° C. (1 mm).

후처리

  1. customto produce
  2. temperaturea mildly refluxing
  3. customreaction mixture
  4. temperatureThe reaction mixture was refluxed for an additional hour
  5. temperaturewhile maintaining gentle reflux
  6. temperatureThe reaction mixture was refluxed for an additional 1/2 hour
  7. customquenched with water
  8. extractionextracted with diethyl ether
  9. extractionthe ether extract
  10. washwas washed with saturated NaCl solution
  11. dry with materialdried (MgSO4)
  12. customto yield an oil, which
  13. distillationupon distillation

출처 및 근거

ORD 기록
ord-184d266b1cc64707bd333ed053037ea0
출처 데이터셋
uspto-grants-1986_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04567283

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