Sodium Hydroxide → 2-Tert-butylquinoline-6-carboxylic acid

HRID 1693069ノート

反応式

HRID 1693069 の反応式
[C:1]([C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:15]([O:17]C)=[O:16])[CH:11]=2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO.C1COCC1>[C:1]([C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:15]([OH:17])=[O:16])[CH:11]=2)[N:6]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 57458162Methyl 2-tert-butylquinoline-6-carboxylate

生成物 1

HCID 207094322-Tert-butylquinoline-6-carboxylic acid収率 86%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 2-tert-butylquinoline-6-carboxylate (347 mg, 1.43 mmol) in methanol (4 ml) and THF (4 ml) was added 2N aqueous sodium hydroxide (2 ml) at room temperature. The mixture was stirred at room temperature for 1.5 hours, then evaporated, diluted with water (5 ml), and neutralized to pH 5˜6 by 2M aqueous hydrochloride. The formed precipitate was collected and washed with water to furnish the title compound (282 mg, 86% yield) as a white solid. 1H NMR (300 MHz, CDCl3) δ1.49 (9H, s), 7.62 (1H, d, J=8.8 Hz), 8.13 (1H, d, J=8.8 Hz), 8.20 (1H, d, J=8.8 Hz), 8.31-8.34 (1H, m), 8.64-8.66 (1H, m). MS (ESI): m/z 230 (M+H)+.

後処理

  1. customevaporated
  2. additiondiluted with water (5 ml)
  3. customThe formed precipitate was collected
  4. washwashed with water

出典と根拠

ORDレコード
ord-50b16a316fe84b3eb59a43992c46fb87
出典データセット
uspto-grants-2012_04
特許番号
US08158650B2

反応ノート

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