Iodoethane → 1,3,3-Trimethylbicyclo(2.2.1)hept-2-yl 3-methylbutanoate

HRID 2183429ノート

反応式

HRID 2183429 の反応式
I[CH2:2][CH3:3].[OH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:7][CH:6]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH2:2]([O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:9][CH:10]=1)[CH3:3]

参加物

5

反応物 3

HCID 6340IodoethaneHCID 71034-HydroxybiphenylHCID 11430Potassium Carbonate

生成物 1

HCID 2225171,3,3-Trimethylbicyclo(2.2.1)hept-2-yl 3-methylbutanoate収率 166%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

実験手順

Iodoethane (68.7 g, 35,57 mL, 440.6 mmol) was added to a suspension of 50 g (170.2 mmol) of 4-hydroxy-1,1′-biphenyl and 40.6 g (293.75 mmol) K2CO3 in 600 mL acetone. The resulting reaction mixture was stirred under reflux for 16 hours. After cooling to room temperature the acetone was removed under reduced pressure, the residue was dissolved in ethyl acetate and extracted with water. The aqueous layers where extracted 3 times with ethyl acetate, the combined organic phases dried (Na2SO4) and evaporated to yield 56 g of the desired compound as a colorless solid.

後処理

  1. customThe resulting reaction mixture
  2. temperatureunder reflux for 16 hours
  3. customwas removed under reduced pressure
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. extractionextracted with water
  6. extractionThe aqueous layers where extracted 3 times with ethyl acetate
  7. dry with materialthe combined organic phases dried (Na2SO4)
  8. customevaporated

出典と根拠

ORDレコード
ord-46a497f317e24bad834bc37d5bbb63a2
出典データセット
uspto-grants-2005_05
特許番号
US06900194B1

反応ノート

読み込み中…