Acetone → Nonane

HRID 351359

反応式

HRID 351359 の反応式
F[C:2]1[C:7](F)=[C:6](I)C=C[C:3]=1[C:10]1C=[CH:14][C:13](C2C=CC(CCC)=CC=2)=[CH:12][C:11]=1F.OCC(C)(CO)C.CC(C)=O>CC(O)C.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH3:6][CH2:7][CH2:2][CH2:3][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

参加物

6

反応物 3

HCID 180AcetoneHCID 31344Neopentyl glycolHCID 112479632,3,2'-Trifluoro-4-iodo-4''-propyl-[1,1';4',1'']-terphenyl

生成物 1

HCID 8141Nonane収率 60%

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 3776Isopropanol溶媒

実験手順

A solution of (0.1 mmol) of 10, (0.12 mmol) of 4, 14 mg (0.13 mmol) of neopentyl glycol, 95 mg (0.3 mmol) of Ba(OH)2.8H2O, 80 μl (6.08 mmol, 5 mol %) of a 76 mM acetone solution of Pd(OAc)2 in 2 ml of 95% i-PrOH is stirred at 80° C. for 12 hours. The solvent is subsequently removed under reduced pressure. 2 ml of 2 M HCl are added to the residue, and the mixture is extracted with dichloromethane (3×2 ml). The combined organic phases are dried over MgSO4 and filtered through SiO2. The solvent is removed under reduced pressure, and the residue is purified by recrystallisation twice from nonane (yield: 60%).

後処理

  1. customThe solvent is subsequently removed under reduced pressure
  2. addition2 ml of 2 M HCl are added to the residue
  3. extractionthe mixture is extracted with dichloromethane (3×2 ml)
  4. dry with materialThe combined organic phases are dried over MgSO4
  5. filtrationfiltered through SiO2
  6. customThe solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-343b9dc62439461ba355ffc0ed84fcd8
出典データセット
uspto-grants-2007_02
特許番号
US07183447B2

関連ノート

読み込み中…