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

HRID 1761020ノート

反応式

HRID 1761020 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-cca6b47dfc2346e79177e0aa12b12ba2
出典データセット
uspto-grants-2005_01
特許番号
US06846832B2

反応ノート

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