Potassium Carbonate → 1h-Isoindol-1-one,6-[(3-fluorophenyl)methoxy]-2,3-dihydro-

HRID 1761024ノート

反応式

HRID 1761024 の反応式
[OH:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][NH:7][C:8]2=[O:11])=[CH:4][CH:3]=1.[F:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16]Br.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[F:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16][O:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][NH:7][C:8]2=[O:11])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 680073-Fluorobenzyl bromideHCID 115283646-Hydroxy-2,3-dihydro-1H-isoindol-1-one

生成物 1

HCID 117086731h-Isoindol-1-one,6-[(3-fluorophenyl)methoxy]-2,3-dihydro-収率 83.3%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 6-hydroxy-2,3-dihydro-isoindol-1-one (125.0 mg, 0.84 mmol) and 3-fluorobenzylbromide (174.3 mg, 0.92 mmol) in acetone (5 mL) containing potassium carbonate (276.4 mg, 2.0 mmol) was heated under reflux for 17 h. After cooling to RT the mixture was filtered and evaporated. The residue was purified by chromatography (SiO2, CH2Cl2:2N NH3-MeOH 90:10) to afford the title product (180 mg, 83%) as a white solid. MS m/e=258.2 (M+H+).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 17 h
  3. filtrationwas filtered
  4. customevaporated
  5. customThe residue was purified by chromatography (SiO2, CH2Cl2:2N NH3-MeOH 90:10)

出典と根拠

ORDレコード
ord-d6837fb75304433bbf474a8ca731aa9d
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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