Lithium Hydroxide → 2-Carboxy-6-chloro-7-methyl-4-oxoquinoline

HRID 1827860

反応式

HRID 1827860 の反応式
C[O:2][C:3]([C:5]1[CH2:14][C:13](=[O:15])[C:12]2[C:7](=[CH:8][C:9]([CH3:17])=[C:10]([Cl:16])[CH:11]=2)[N:6]=1)=[O:4].[OH-].[Li+]>CO.O>[C:3]([C:5]1[CH2:14][C:13](=[O:15])[C:12]2[C:7](=[CH:8][C:9]([CH3:17])=[C:10]([Cl:16])[CH:11]=2)[N:6]=1)([OH:4])=[O:2]

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 684363462-Methoxycarbonyl-6-chloro-7-methyl-4-oxoquinoline

生成物 1

HCID 684353962-Carboxy-6-chloro-7-methyl-4-oxoquinoline収率 88.7%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

2-Methoxycarbonyl-6-chloro-7-methyl-4-oxoquinoline (7.00 g, 28.00 mmol) was suspended in 300 mL of MeOH and 100 mL of water. Lithium hydroxide (3.40 g, 90 mmol) was added and the reaction was stirred at room temp for 2 hours. The methanol was evaporated in vacuo and the product was crystallized by addition of 2N hydrochloric acid. The solid was filtered, washed with water and dried to afford 5.9 g (88%) of 2-carboxy-6-chloro-7-methyl-4-oxoquinoline: H NMR (DMSO-d6) 2.40 (s, 3), 6.60 (s, 1), 7.84 (s, 1), 7.98 (s, 1) ppm.

後処理

  1. customThe methanol was evaporated in vacuo
  2. customthe product was crystallized by addition of 2N hydrochloric acid
  3. filtrationThe solid was filtered
  4. washwashed with water
  5. customdried

出典と根拠

ORDレコード
ord-1c10e45740f04fab90378d6c39366700
出典データセット
uspto-grants-2006_06
特許番号
US07056923B2

関連ノート

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