Lithium hydroxide, monohydrate → 3-[(3-Methyl-4-oxo-3,4-dihydro-2H-1,3-benzoxazin-7-yl)oxy]-5-[(3S)-tetrahydrofuran-3-yloxy]benzoic acid

HRID 548734ノート

反応式

HRID 548734 の反応式
O.[OH-].[Li+].[CH3:4][N:5]1[C:10](=[O:11])[C:9]2[CH:12]=[CH:13][C:14]([O:16][C:17]3[CH:18]=[C:19]([CH:24]=[C:25]([O:27][C@H:28]4[CH2:32][CH2:31][O:30][CH2:29]4)[CH:26]=3)[C:20]([O:22]C)=[O:21])=[CH:15][C:8]=2[O:7][CH2:6]1>O.C1COCC1>[CH3:4][N:5]1[C:10](=[O:11])[C:9]2[CH:12]=[CH:13][C:14]([O:16][C:17]3[CH:18]=[C:19]([CH:24]=[C:25]([O:27][C@H:28]4[CH2:32][CH2:31][O:30][CH2:29]4)[CH:26]=3)[C:20]([OH:22])=[O:21])=[CH:15][C:8]=2[O:7][CH2:6]1

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 57663180methyl 3-[(3-methyl-4-oxo-3,4-dihydro-2H-1,3-benzoxazin-7-yl)oxy]-5-[(3S)-tetrahydrofuran-3-yloxy]benzoate

生成物 1

HCID 576631863-[(3-Methyl-4-oxo-3,4-dihydro-2H-1,3-benzoxazin-7-yl)oxy]-5-[(3S)-tetrahydrofuran-3-yloxy]benzoic acid収率 95.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Lithium hydroxide monohydrate (13 mg, 0.3 mmol) in water (2.5 mL) was added to a solution of methyl 3-[(3-methyl-4-oxo-3,4-dihydro-2H-1,3-benzoxazin-7-yl)oxy]-5-[(3S)-tetrahydrofuran-3-yloxy]benzoate (0.12 g, 0.3 mmol) in THF (5 mL) and stirred at RT for 20 hours. The THF was removed in vacuo and the aqueous layer was washed with ethyl acetate (50 mL) to remove any impurities. The aqueous layer was acidified and extracted into ethyl acetate (2×50 mL), washed with brine (50 mL), dried (MgSO4), and the solvent removed in vacuo to give the desired compound as a white solid (110 mg).

後処理

  1. customThe THF was removed in vacuo
  2. washthe aqueous layer was washed with ethyl acetate (50 mL)
  3. customto remove any impurities
  4. extractionextracted into ethyl acetate (2×50 mL)
  5. washwashed with brine (50 mL)
  6. dry with materialdried (MgSO4)
  7. customthe solvent removed in vacuo

出典と根拠

ORDレコード
ord-48bb7e981e74423fab58e65937850657
出典データセット
uspto-grants-2011_05
特許番号
US07943607B2

反応ノート

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