Trifluoroacetic acid → HCID 68537454、化合物

HRID 2389352

反応式

HRID 2389352 の反応式
C([O:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][CH2:17][N:18]2[CH:23]=[C:22]([CH:24]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH:21]=[CH:20][C:19]2=[O:37])[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1.C(O)(C(F)(F)F)=O.CC1C=C(C)C(C)=C(C)C=1C>>[C:31]1([CH:24]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:22]2[CH:21]=[CH:20][C:19](=[O:37])[N:18]([CH2:17][CH2:16][CH2:15][C:11]3[CH:12]=[CH:13][CH:14]=[C:9]([OH:8])[CH:10]=3)[CH:23]=2)[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

参加物

4

反応物 3

HCID 6422Trifluoroacetic acidHCID 12784PentamethylbenzeneHCID 685354501-{3-[3-(benzyloxy)phenyl]propyl}-5-(diphenylmethyl)pyridin-2(1H)-one

生成物 1

HCID 68537454HCID 68537454、化合物収率 90.2%

実験手順

To the mixture of 1-{3-[3-(benzyloxy)phenyl]propyl}-5-(diphenylmethyl)pyridin-2(1H)-one (200 mg) and TFA (3.0 mL) was added 1,2,3,4,5-pentamethylbenzene (305 mg) at ambient temperature. After stirring for 12 hours, the resulting mixture was evaporated in vacuo and 10% K2CO3 aqueous solution was added to the residue. The aqueous solution was extracted with EtOAc The organic layer was washed with brine, dried over anhydrous MgSO4, filtered and evaporated in vacuo. The residue was purified by silica gel column chromatography (n-hexane:EtOAc=1:1-1:2) to give a 5-(diphenylmethyl)-1-[3-(3-hydroxyphenyl) propyl]pyridin-2(1H)-one (147 mg) as a colorless oil.

後処理

  1. customthe resulting mixture was evaporated in vacuo and 10% K2CO3 aqueous solution
  2. additionwas added to the residue
  3. extractionThe aqueous solution was extracted with EtOAc The organic layer
  4. washwas washed with brine
  5. dry with materialdried over anhydrous MgSO4
  6. filtrationfiltered
  7. customevaporated in vacuo
  8. customThe residue was purified by silica gel column chromatography (n-hexane:EtOAc=1:1-1:2)

出典と根拠

ORDレコード
ord-efbc3b1ea8dd405b8ca7199746aeccd3
出典データセット
uspto-grants-2012_09
特許番号
US08273745B2

関連ノート

読み込み中…