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

HRID 627727

반응식

HRID 627727 반응식
[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]

참가 물질

6

반응물 2

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

생성물 1

HCID 679795075-(But-2-ynyloxy)picolinic acid수율 83.7%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-bcd9446daf514f959cb0506703fd5fa0
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309263B2

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