Lithium Hydroxide → 5-(But-2-ynyloxy)picolinic acid

HRID 627727

反応式

HRID 627727 の反応式
[CH2:1]([O:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]([O-:14])=[O:13])=[N:10][CH:11]=1)[C:2]#[C:3][CH3:4].[OH-].[Li+]>CO.O1CCOCC1.O>[CH2:1]([O:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]([OH:14])=[O:13])=[N:10][CH:11]=1)[C:2]#[C:3][CH3:4]

参加物

6

反応物 2

HCID 3939Lithium HydroxideHCID 867281605-(But-2-yn-1-yloxy)picolinate

生成物 1

HCID 679795075-(But-2-ynyloxy)picolinic acid収率 83.7%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

To a solution of 5-(but-2-yn-1-yloxy)picolinate (72 mg, 0.35 mmol) in methanol (1 ml), dioxane (1 ml) and water (0.1 ml) was added lithium hydroxide (31 mg, 1.3 mmol). The reactions were stirred at ambient temperature for 2 h. The solvents were removed in vacuo. The residue from the reaction was triturated with 0.5 mL 1 N aqueous HCl. The tan precipitate was collected by vacuum filtration, washed with water, and dried in vacuo to generate 5-(but-2-yn-1-yloxy)picolinic acid (56 mg, 0.293 mmol, 83% yield) as a tan powder. LC/MS (ESI+) m/z=192 (M+H).

後処理

  1. customThe solvents were removed in vacuo
  2. customThe residue from the reaction was triturated with 0.5 mL 1 N aqueous HCl
  3. filtrationThe tan precipitate was collected by vacuum filtration
  4. washwashed with water
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-bcd9446daf514f959cb0506703fd5fa0
出典データセット
uspto-grants-2016_04
特許番号
US09309263B2

関連ノート

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