Dimethylformamide → 3-Cyano-5-(trifluoromethyl)benzoyl chloride

HRID 623830노트

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HRID 623830 반응식
[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=1)[C:6](O)=[O:7])#[N:2].CN(C=O)C.C(Cl)(=O)C([Cl:24])=O.CO.ClCCl>ClCCl>[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=1)[C:6]([Cl:24])=[O:7])#[N:2]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 21226129Dichloromethane methanolHCID 589022873-Cyano-5-(trifluoromethyl)benzoic acid

생성물 1

HCID 866720693-Cyano-5-(trifluoromethyl)benzoyl chloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

In a 3-neck 100 mL round-bottomed flask, 3-cyano-5-(trifluoromethyl)benzoic acid (2.5 g, 1 eq.) was dissolved in dichloromethane (25 mL, 10 Vol) and cool to 0° C. added DMF (0.2 mL, cat.). Then added oxalyl chloride drop wise in 0.5 hr. The reaction mixture was stirred at 0° C. for 1-2 hr. Reaction completion was monitored on TLC using MeOH:dichloromethane (1:9) mobile phase. Reaction mixture was concentrated under reduced pressure to afford 3.0 g of crude 3-cyano-5-(trifluoromethyl)benzoyl chloride, which was immediately used for next step.

후처리

  1. customReaction completion
  2. customReaction mixture
  3. concentrationwas concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-5350a36f73c04a45a473f08b0480cdbb
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09303000B2

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