Hydrochloric Acid → Isoindoline-4-carboxylic acid

HRID 1826993노트

반응식

HRID 1826993 반응식
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

참가 물질

6

반응물 3

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

생성물 1

HCID 10329608Isoindoline-4-carboxylic acid수율 4.4%

시약·촉매·용매 2

HCID 962Water용매2회HCID 21899815MeOH tetrahydrofuran용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-4d106ac2f13e4f9e9145e4847afd8525
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07053122B2

반응 노트

불러오는 중…