Hydrochloric Acid → Isoindoline-4-carboxylic acid

HRID 1826993ノート

反応式

HRID 1826993 の反応式
Cl.C[O:3][C:4]([C:6]1[C:7]2[CH2:8][NH:9][CH2:10][C:11]=2[CH:12]=[CH:13][CH:14]=1)=[O:5].[OH-].[Li+].Cl>CO.C1COCC1.O>[CH2:10]1[C:11]2[CH:12]=[CH:13][CH:14]=[C:6]([C:4]([OH:5])=[O:3])[C:7]=2[CH2:8][NH:9]1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 19828511Methyl 2,3-dihydro-1H-isoindole-4-carboxylate--hydrogen chloride (1/1)

生成物 1

HCID 10329608Isoindoline-4-carboxylic acid収率 4.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 21899815MeOH tetrahydrofuran溶媒

実験手順

To a suspension of the 2,3-dihydro-1H-isoindole-4-carboxylic acid methyl ester hydrochloride salt (0.18 g, 0.83 mmol) in 25% MeOH/THF (4 ml) was added dropwise lithium hydroxide (0.08 g, 3.32 mmol) in water (1 ml), followed by addition of water (2 ml) and the clear solution stirred at room temperature under nitrogen for 5 h. The solution was acidified with aq. HCl. and purified by ion-exchange (DOWEX™ 50WX2-100) resin eluting with a solvent gradient of ammonia:water (5:95) to give the title compound (0.0059 g, 4%) as a white solid.

後処理

  1. customand purified by ion-exchange (DOWEX™ 50WX2-100) resin
  2. washeluting with a solvent gradient of ammonia:water (5:95)

出典と根拠

ORDレコード
ord-4d106ac2f13e4f9e9145e4847afd8525
出典データセット
uspto-grants-2006_05
特許番号
US07053122B2

反応ノート

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