Hydrochloric Acid → 2-Chloro-1-[4-(trifluoromethyl)-3-pyridinyl]ethanone hydrochloride

HRID 29266

反応式

HRID 29266 の反応式
[F:1][C:2]([F:14])([F:13])[C:3]1[C:8]([C:9]([O:11]C)=O)=[CH:7][N:6]=[CH:5][CH:4]=1.[CH2:15]1C(=O)N([Cl:22])C(=O)C1.[ClH:23]>CC(O)=O.CCOCC>[ClH:22].[Cl:23][CH2:15][C:9]([C:8]1[CH:7]=[N:6][CH:5]=[CH:4][C:3]=1[C:2]([F:1])([F:14])[F:13])=[O:11]

参加物

6

反応物 3

HCID 313Hydrochloric Acid2 回HCID 31398ChlorosuccinimideHCID 2775680Methyl 4-(trifluoromethyl)nicotinate

生成物 1

HCID 218649392-Chloro-1-[4-(trifluoromethyl)-3-pyridinyl]ethanone hydrochloride収率 49%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 3283Diethyl Ether溶媒

実験手順

In a 100 mL flask was placed 1.84 g (9.7 mmol, 1 eq) of methyl 4-trifluoromethylnicotinate in 25 mL of 1 M HCl in CH3COOH. To this was then added 1.3 g of NCS (9.7 mmol, 1 eq) and the reaction allowed to stir overnight (18 h). The mixture was then transferred to a 500 mL Erlenmeyer flask and to this was added 300 mL of 2 M HCl in Et2O with stirring. This resulted in a white precipitate which was then filtered to provide 1.2 g (49%) of the desired 2-chloro-1-[4-(trifluoromethyl)-3-pyridinyl]ethanone hydrochloride as a white solid. 1H-NMR (DMSO-d6) δ 9.21 (s, 1H), 9.02 (d, 1H), 7.94 (d, 1H), 5.19 (s, 2H).

後処理

  1. customIn a 100 mL flask was placed
  2. stirringwith stirring
  3. customThis resulted in a white precipitate which
  4. filtrationwas then filtered

出典と根拠

ORDレコード
ord-bc486d40f494434eb4c1162bfa92226a
出典データセット
uspto-grants-2008_09
特許番号
US07420066B2

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