Hydrochloric Acid → HCID 59463399、化合物

HRID 1712967ノート

反応式

HRID 1712967 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[CH3:10][C:11]1[N:12]([C:17]2[N:22]=[CH:21][C:20]([C:23](=[O:25])[CH3:24])=[CH:19][CH:18]=2)[C:13]([CH3:16])=[CH:14][CH:15]=1.Cl>[OH-].[Na+].CCO>[CH3:10][C:11]1[N:12]([C:17]2[N:22]=[CH:21][C:20]([C:23](=[O:25])/[CH:24]=[CH:4]/[C:3]3[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=3[OH:1])=[CH:19][CH:18]=2)[C:13]([CH3:16])=[CH:14][CH:15]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 6998SalicylaldehydeHCID 534030171-[6-(2,5-Dimethyl-1H-pyrrol-1-yl)pyridin-3-yl]ethan-1-one

生成物 1

HCID 59463399HCID 59463399、化合物収率 36%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 14798Sodium Hydroxide溶媒

実験手順

To a vigorously stirred solution of 2-hydroxybenzaldehyde in 2.5N NaOH (2.2 mL) at 0° C. was added 1-[6-(2,5-dimethyl-1H-pyrrol-1-yl)pyridin-3-yl]ethanone (prepared by a method analogous to that described by Scott et al., Org. Proc. Res. And Dev., 8:587 (2004)) (0.58 g, 2.7 mmol) in EtOH (2 mL). The reaction mixture was allowed to stir and warm to rt whereupon an additional 1 mL of EtOH was added. The mixture turned a dark red color and was allowed to stir for 25 h. The reaction was neutralized by the addition of 1M HCl and the mixture was extracted with EtOAc. The organic solutions were combined, dried over MgSO4, filtered, and concentrated. The residue was purified by column chromatography to give (2E)-1-[6-(2,5-dimethyl-1H-pyrrol-1-yl)pyridin-3-yl]-3-(2-hydroxyphenyl)prop-2-en-1-one as a yellow solid (0.31 g, 36%). LCMS: (FA) ES+ 319.2 (M+1).

後処理

  1. customprepared by a method analogous to
  2. additionwas added
  3. stirringto stir for 25 h
  4. extractionthe mixture was extracted with EtOAc
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-1a8bbac8606045d089ff52ca56108b18
出典データセット
uspto-grants-2010_09
特許番号
US07795249B2

反応ノート

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