Methanol → 4-(1,3-Dioxolan-2-yl)-2-fluorobenzoic acid

HRID 736700ノート

反応式

HRID 736700 の反応式
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12]C)=[O:11])=[C:8]([F:16])[CH:7]=1.O.[OH-].[Li+].CO>O1CCCC1.O>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:15]=[CH:14][C:9]([C:10]([OH:12])=[O:11])=[C:8]([F:16])[CH:7]=1

参加物

6

反応物 3

HCID 887MethanolHCID 168937Lithium hydroxide, monohydrateHCID 67353522Methyl 4-(1,3-dioxolan-2-yl)-2-fluorobenzoate

生成物 1

HCID 673539164-(1,3-Dioxolan-2-yl)-2-fluorobenzoic acid収率 80%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of EXAMPLE 20C (2.0 g) in tetrahydrofuran (10 mL) and water (5 mL) was added lithium hydroxide monohydrate (1 g) in water (5 mL). Methanol was added until a transparent solution formed and the solution stirred at ambient temperature for 4 hours and concentrated to about 5 mL. The residue was acidified with 2N HCl to pH 2 and the mixture partitioned between ethyl acetate and water. The organic phase was washed with water, dried over magnesium sulfate, filtered and concentrated to give the title compound (1.5 g, 79%). MS (DCI): m/z 213 (M+H)+.

後処理

  1. customformed
  2. concentrationconcentrated to about 5 mL
  3. customthe mixture partitioned between ethyl acetate and water
  4. washThe organic phase was washed with water
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-ba49d857ac814f6e80393487c31fe7d1
出典データセット
uspto-grants-2009_09
特許番号
US07595406B2

反応ノート

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