Methanol → HCID 178487707、化合物

HRID 2044013ノート

反応式

HRID 2044013 の反応式
[Cl:1][C:2]1[C:3]([O:17][CH3:18])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([C:12]([O:14]C)=[O:13])[CH:8]=[C:7]2[OH:16].CO.C1COCC1.[Li+].[OH-]>O>[Cl:1][C:2]1[C:3]([O:17][CH3:18])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([C:12]([OH:14])=[O:13])[CH:8]=[C:7]2[OH:16]

参加物

6

反応物 4

HCID 887MethanolHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 178498513HCID 178498513、化合物

生成物 1

HCID 178487707HCID 178487707、化合物収率 99.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of methyl 8-chloro-4-hydroxy-7-methoxyquinoline-2-carboxylate (36.5 g, 0.145 mol) in a mixture of 1:1 of MeOH: THF (160 mL total) was added a solution of LiOH (30.5 g, 0.725 mol) in H2O (80 mL). The mixture was stirred at room temperature for an hour when LCMS analysis showed complete conversion to the carboxylic acid. The reaction was worked up by removal of the volatiles and adjusting the pH of the solution to 6 using aqueous 6N HCl. The resulted gummy residue was filtered and dried on the lypholizer for 2 days to provide 34.4 g (99.6%) of the product as a white solid. EI MS (m/z) 253.9 [M+H].

後処理

  1. customThe reaction was worked up by removal of the volatiles
  2. filtrationThe resulted gummy residue was filtered
  3. customdried on the lypholizer for 2 days

出典と根拠

ORDレコード
ord-a2caa3c26a6741d9ab2971c4d599e29e
出典データセット
uspto-grants-2013_11
特許番号
US08586744B2

反応ノート

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