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Pyridine → 5-Fluoro-1,4-benzodioxane-2-carbonitrile

HRID 397849
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HRID 397849 반응식
N1C=CC=CC=1.[F:7][C:8]1[C:17]2[O:16][CH2:15][CH:14]([C:18]([NH2:20])=O)[O:13][C:12]=2[CH:11]=[CH:10][CH:9]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>O1CCOCC1.CCOCC>[F:7][C:8]1[C:17]2[O:16][CH2:15][CH:14]([C:18]#[N:20])[O:13][C:12]=2[CH:11]=[CH:10][CH:9]=1
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참가 물질

6

반응물 3

HCID 1049PyridineHCID 9845Trifluoroacetic anhydrideHCID 23001354HCID 23001354, 화합물

생성물 1

HCID 230013505-Fluoro-1,4-benzodioxane-2-carbonitrile수율 111%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 312751,4-Dioxane용매
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실험 절차

13.7 ml of pyridine (169 mmol, 2 eq.) are added to a suspension of 16.7 g of amide from Stage 1 (84.5 mmol) in 180 ml of dioxane at 0° C., followed, 10 minutes later, by dropwise addition of 13.1 ml of trifluoroacetic anhydride (19.5 g; 93 mmol, 1.1 eq.). The reaction mixture is kept cold for 1 hour and is then stirred at room temperature for 16 hours. The solution is taken up in Et2O/1N HCl. The organic phase is washed with 1N NaOH, dried over MgSO4, filtered and then evaporated to dryness. 16.8 g of a pale yellow oil are obtained (quantitative yield).

후처리

  1. waitThe reaction mixture is kept cold for 1 hour
  2. washThe organic phase is washed with 1N NaOH
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customevaporated to dryness

출처 및 근거

ORD 기록
ord-b8951466d26c43ef9e353a2a8031756f
출처 데이터셋
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06610725B1

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