Lithium hydroxide, monohydrate → 6-bromo-5-(methyloxy)-3,4-dihydro-1H-isochromene-1-carboxylic acid

HRID 1474397노트

반응식

HRID 1474397 반응식
[Br:1][C:2]1[C:3]([O:16][CH3:17])=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]([C:12]([O:14]C)=[O:13])[O:7][CH2:6][CH2:5]2.O[Li].O>CO.C1COCC1.O>[Br:1][C:2]1[C:3]([O:16][CH3:17])=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]([C:12]([OH:14])=[O:13])[O:7][CH2:6][CH2:5]2

참가 물질

4

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 67516849methyl 6-bromo-5-(methyloxy)-3,4-dihydro-1H-isochromene-1-carboxylate

생성물 1

HCID 666463356-bromo-5-(methyloxy)-3,4-dihydro-1H-isochromene-1-carboxylic acid

시약·촉매·용매 1

HCID 21892291Methanol tetrahydrofuran water용매

실험 절차

To a solution of methyl 6-bromo-5-(methyloxy)-3,4-dihydro-1H-isochromene-1-carboxylate (650 mg, 2.06 mmol) in 20 mL of MeOH/THF/H2O (2/2/1) was added LiOH.H2O (347 mg, 8.25 mmol), and the mixture was stirred at ambient temperature overnight. The solvents were removed under vacuum, and the residue was added 50 mL of water and extracted with ether. The aqueous layer was then acidified with 4 N HCl to pH=3 in ice bath, and extracted with EtOAc. The combined organic phase was washed with brine, dried over anhydrous sodium sulfate and concentrated to give 6-bromo-5-(methyloxy)-3,4-dihydro-1H-isochromene-1-carboxylic acid.

후처리

  1. customThe solvents were removed under vacuum
  2. additionthe residue was added 50 mL of water
  3. extractionextracted with ether
  4. extractionextracted with EtOAc
  5. washThe combined organic phase was washed with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fcea5cf7cd88469dbbb452d3d71511a3
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018211B2

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