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

HRID 2374684노트

반응식

HRID 2374684 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-6b13c1704d61434e89d609f7228cc060
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07462724B2

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