Hydrochloric Acid → 4-Methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylbenzaldehyde

HRID 893423노트

반응식

HRID 893423 반응식
[C:1]12([C:11]3[CH:16]=[C:15](Br)[CH:14]=[CH:13][C:12]=3[O:18][CH3:19])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[Mg].II.CN([CH:26]=[O:27])C.Cl>C1COCC1.ClCCl>[C:1]12([C:11]3[CH:16]=[C:15]([CH:14]=[CH:13][C:12]=3[O:18][CH3:19])[CH:26]=[O:27])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 807IodineHCID 6228DimethylformamideHCID 32850241-(5-Bromo-2-methoxyphenyl)adamantaneHCID 5462224Magnesium

생성물 1

HCID 540295304-Methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylbenzaldehyde

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

11.09 g (37 mmoles) of 2-(1-adamantyl)-4-bromo anisole dissolved in 85 ml of THF are slowly added to 1 g of magnesium and an iodine crystal. At the beginning of the addition, the reaction mixture is heated until the reaction begins, then the remainder of the solution is added in a manner to maintain a regular reflux. This reaction mixture is heated at reflux for 30 minutes after the end of the addition at which point 2.70 g (37 mmoles) of dry DMF are added. The reaction mixture is then stirred for 30 minutes without heating and then poured into 300 ml of mixture of 2N aqueous HCl and dichloromethane.

후처리

  1. additionAt the beginning of the addition
  2. temperaturethe reaction mixture is heated until the reaction
  3. additionthe remainder of the solution is added in a manner
  4. temperatureto maintain a regular reflux
  5. temperatureThis reaction mixture is heated
  6. temperatureat reflux for 30 minutes
  7. additionare added
  8. temperaturewithout heating

출처 및 근거

ORD 기록
ord-fa60f78362154f5285f9abec6361d351
출처 데이터셋
uspto-grants-1992_06
특허 번호
US05124473

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