Water → 6-Methoxy-2-(4-methoxybenzyl)-2,3-dihydroisoindol-1-one

HRID 1761020노트

반응식

HRID 1761020 반응식
C1(P(C2C=CC=CC=2)([CH:9]2[C:17]3[C:12](=[CH:13][C:14]([O:18][CH3:19])=[CH:15][CH:16]=3)[C:11](=[O:20])[N:10]2[CH2:21][C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)=O)C=CC=CC=1.[OH-].[Na+].O>C1COCC1>[CH3:19][O:18][C:14]1[CH:13]=[C:12]2[C:17]([CH2:9][N:10]([CH2:21][C:22]3[CH:23]=[CH:24][C:25]([O:28][CH3:29])=[CH:26][CH:27]=3)[C:11]2=[O:20])=[CH:16][CH:15]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 225942173-(Diphenyl-phosphinoyl)-6-methoxy-2-(4-methoxy-benzyl)-2,3-dihydro-isoindol-1-one

생성물 1

HCID 114375476-Methoxy-2-(4-methoxybenzyl)-2,3-dihydroisoindol-1-one수율 76%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 3-(diphenyl-phosphinoyl)-6-methoxy-2-(4-methoxy-benzyl)-2,3-dihydro-isoindol-1-one (1.49 g, 3.1 mmol) in THF (40 mL) containing a solution of sodium hydroxide (2.5 M, 12.4 mL, 30.8 mmol) was heated under reflux for 14 h. The solution was then cooled to RT and water (40 mL) added. The mixture was extracted with diethyl ether and the combined organic extracts washed with water and brine. The organic layer was then dried over sodium sulphate, filtered and evaporated. The residue was then purified by chromatography (SiO2, Hexane:Acetone 6:4) to afford the title product (661 mg, 76%) as a light yellow solid. MS m/e=283.2 (M).

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 14 h
  3. extractionThe mixture was extracted with diethyl ether
  4. washthe combined organic extracts washed with water and brine
  5. dry with materialThe organic layer was then dried over sodium sulphate
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was then purified by chromatography (SiO2, Hexane:Acetone 6:4)

출처 및 근거

ORD 기록
ord-cca6b47dfc2346e79177e0aa12b12ba2
출처 데이터셋
uspto-grants-2005_01
특허 번호
US06846832B2

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