Pyridine → 6-Bromonaphthalene-2-carbonitrile

HRID 1897572ノート

反応式

HRID 1897572 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([NH2:14])=O)[CH:6]=[CH:5]2.N1C=CC=CC=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>O1CCOCC1>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]#[N:14])[CH:6]=[CH:5]2

参加物

5

反応物 3

HCID 1049PyridineHCID 9845Trifluoroacetic anhydrideHCID 574280376-Bromo-2-naphthamide

生成物 1

HCID 146621156-Bromonaphthalene-2-carbonitrile収率 70.3%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

To 6-bromo-2-naphthamide (1 g, 4.00 mmol) in 1,4-dioxane (8.00 ml) at 0° C. was added pyridine (0.647 ml, 8.00 mmol) and then trifluoroacetic anhydride (0.621 ml, 4.40 mmol) dropwise. The reaction was stirred at room temperature for 3 h. The mixture was quenched with H2O and extracted with EtOAc two times, dried over magnesium sulfate, filtered, concentrated. The title compound 2b (653 mg, 70%) was isolated as beige solid, and used as is for the next step.

後処理

  1. customThe mixture was quenched with H2O
  2. extractionextracted with EtOAc two times
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-a1d4e32b48004eb18d0f93ce01f6e90a
出典データセット
uspto-grants-2013_08
特許番号
US08519134B2

反応ノート

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