Ethyl Acetate → 5-(Azidomethyl)-2-(trifluoromethyl)pyridine

HRID 1445469ノート

反応式

HRID 1445469 の反応式
C(OCC)(=O)C.[F:7][C:8]([F:19])([F:18])[C:9]1[CH:17]=[CH:16][C:12]([C:13](O)=O)=[CH:11][N:10]=1.C1C=CC(P([N:34]=[N+:35]=[N-:36])(C2C=CC=CC=2)=O)=CC=1>C(N(CC)CC)C>[F:7][C:8]([F:19])([F:18])[C:9]1[CH:17]=[CH:16][C:12]([CH2:13][N:34]=[N+:35]=[N-:36])=[CH:11][N:10]=1

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 199401P,P-Diphenylphosphinic azideHCID 27775516-(Trifluoromethyl)nicotinic acid

生成物 1

HCID 866017575-(Azidomethyl)-2-(trifluoromethyl)pyridine収率 99%

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

Into ethyl acetate was suspended 1.91 g of 6-(trifluoromethyl)nicotinic acid, and then 1.52 g of triethylamine and 3.03 g of DPPA were added thereto, followed by 3 hours of stirring. The reaction solution was washed with a saturated sodium bicarbonate aqueous solution and saturated saline and the solvent was removed by evaporation to obtain 2.0 g of 6-(trifluoromethyl)nicotinyl azide as a solid. The resulting acid azide was dissolved into 20 ml of toluene and the solution was heated and refluxed to convert the acid azide into 5-isocyanato-2-(trifluoromethyl)pyridine. Thereafter, 1 ml of methanol was added thereto at room temperature, followed by 1 hour of stirring. The reaction solution was washed with water and then dried over anhydrous magnesium sulfate. Thereafter, the solvent was removed by evaporation to obtain 1.2 g of the title compound.

後処理

  1. washThe reaction solution was washed with a saturated sodium bicarbonate aqueous solution and saturated saline
  2. customthe solvent was removed by evaporation

出典と根拠

ORDレコード
ord-eacacc03ab534fa1a252dbbb166d772e
出典データセット
uspto-grants-2010_02
特許番号
US07666873B2

反応ノート

読み込み中…