Carbon Dioxide → 6-Chloro-2-fluoro-3-methoxybenzoic acid

HRID 1879119ノート

反応式

HRID 1879119 の反応式
C([Li])CCC.[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]([F:15])[CH:8]=1.[C:16](=[O:18])=[O:17]>O1CCCC1>[Cl:6][C:7]1[C:8]([C:16]([OH:18])=[O:17])=[C:9]([F:15])[C:10]([O:13][CH3:14])=[CH:11][CH:12]=1

参加物

5

反応物 3

HCID 280Carbon DioxideHCID 2231014-Chloro-2-fluoroanisoleHCID 178418339Butyllithium

生成物 1

HCID 38560396-Chloro-2-fluoro-3-methoxybenzoic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

n-Butyllithium (11.7 ml, 18.77 mmol) was added dropwise to a solution of 4-chloro-2-fluoroanisole (2.01 g, 12.52 mmol) in tetrahydrofuran (20 ml) at −78° C. and the reaction was stirred for 30 mins. Crushed solid carbon dioxide was added in one portion and the reaction was then allowed to warm to room temperature. The solvent was evaporated and the residue dissolved in water. Sodium hydroxide (2M to pH˜14) was added and the aqueous layer extracted with ethyl acetate. The aqueous layer was acidified with hydrochloric acid (5M, pH˜1) and the title compound was collected as a colourless solid (2.25 g, 88%). The compound was dried in vacuo.

後処理

  1. additionwas added in one portion
  2. customThe solvent was evaporated
  3. dissolutionthe residue dissolved in water
  4. additionSodium hydroxide (2M to pH˜14) was added
  5. extractionthe aqueous layer extracted with ethyl acetate
  6. customthe title compound was collected as a colourless solid (2.25 g, 88%)
  7. customThe compound was dried in vacuo

出典と根拠

ORDレコード
ord-6dc2a7b4c49849f5a87f85b62687aeac
出典データセット
uspto-grants-2012_11
特許番号
US08314147B2

反応ノート

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