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Dichloromethane → 3-Chloro-4-(3,3,5,5-tetramethylcyclohexyl)phenylethyne

HRID 1071923
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HRID 1071923 반응식
[OH-].[Na+].Cl[C:4]([C:8]1[CH:13]=[CH:12][C:11]([CH:14]2[CH2:19][C:18]([CH3:21])([CH3:20])[CH2:17][C:16]([CH3:23])([CH3:22])[CH2:15]2)=[C:10]([Cl:24])[CH:9]=1)=[CH:5]C=O.ClCCl>O.O1CCOCC1>[Cl:24][C:10]1[CH:9]=[C:8]([C:4]#[CH:5])[CH:13]=[CH:12][C:11]=1[CH:14]1[CH2:19][C:18]([CH3:20])([CH3:21])[CH2:17][C:16]([CH3:23])([CH3:22])[CH2:15]1
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참가 물질

6

반응물 3

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 572145173-Chloro-3-[3-chloro-4-(3,3,5,5-tetramethylcyclohexyl)phenyl]propenal

생성물 1

HCID 113693783-Chloro-4-(3,3,5,5-tetramethylcyclohexyl)phenylethyne수율 80%

시약·촉매·용매 2

HCID 962Water용매
HCID 31275
1,4-Dioxane
용매
2회

실험 절차

5.3 g of sodium hydroxide are dissolved in 150 ml of water under an inert atmosphere and with vigorous stirring. 80 ml of 1,4-dioxane are added and the mixture is refluxed. 15 g of 3-chloro-3-[3-chloro-4-(3,3,5,5-tetramethylcyclohexyl)phenyl]propenal (compound IV.1) dissolved in 130 ml of 1,4-dioxane are added rapidly, and the reaction mixture is maintained at reflux for 1 hour. After cooling to room temperature, the reaction mixture is poured into a large volume of dichloromethane. The phases are separated after settling has taken place, the organic phase is dried over magnesium sulphate and the solvents are evaporated off under reduced pressure. Purification is carried out by chromatography on a column of silica gel, eluting with cyclohexane; yield: 80%.

후처리

  1. temperaturethe mixture is refluxed
  2. additionare added rapidly
  3. temperaturethe reaction mixture is maintained
  4. temperatureat reflux for 1 hour
  5. customThe phases are separated after settling
  6. dry with materialthe organic phase is dried over magnesium sulphate
  7. customthe solvents are evaporated off under reduced pressure
  8. customPurification
  9. washeluting with cyclohexane

출처 및 근거

ORD 기록
ord-61d3efaff8624ace83f23cb7d8921960
출처 데이터셋
uspto-grants-2005_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06908914B1

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