Water → [2-(4-Methoxyphenyl)-[1,3]dioxolan-2-yl]methylamine

HRID 751633

反応式

HRID 751633 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([CH2:14][N:15]3C(=O)C4C(=CC=CC=4)C3=O)[O:13][CH2:12][CH2:11][O:10]2)=[CH:5][CH:4]=1.O.NN.[OH-].[Na+].O>C(OCC)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2([CH2:14][NH2:15])[O:10][CH2:11][CH2:12][O:13]2)=[CH:7][CH:8]=1

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 202718012-[2-(4-Methoxyphenyl)-[1,3]dioxolan-2-ylmethyl]isoindole-1,3-dione

生成物 1

HCID 12833653[2-(4-Methoxyphenyl)-[1,3]dioxolan-2-yl]methylamine

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

2-[2-(4-Methoxyphenyl)-[1,3]dioxolan-2-ylmethyl]isoindole-1,3-dione (Preparation 41, 2.0 g, 5.90 mmol) and hydrazine hydrate (5 mL) were combined. The stirred reaction mixture was heated under reflux for 48 h then allowed to cool to rt. Aqueous sodium hydroxide (2M, 10–15 mL) and water (20 mL) were added and the mixture stirred until a solution was formed. Diethyl ether (20 mL) was added and the biphasic mixture stirred vigorously for 16 h. The layers were separated and the aqueous layer was extracted with diethyl ether (3×20 mL), then the combined organic extracts were washed with brine (20 mL). The ethereal solution was passed through a filter paper then evaporated to dryness in vacuo to give the title compound as a yellow oil, which solidified on standing. δH (CDCl3): 1.42 (2H, br s), 3.06 (2H, s), 3.97 (3H, s), 4.00 (2H, t), 4.21 (2H, t), 7.04 (2H, d), 7.53 (2H, d).

後処理

  1. customThe stirred reaction mixture
  2. temperaturewas heated
  3. temperatureunder reflux for 48 h
  4. customwas formed
  5. stirringthe biphasic mixture stirred vigorously for 16 h
  6. customThe layers were separated
  7. extractionthe aqueous layer was extracted with diethyl ether (3×20 mL)
  8. washthe combined organic extracts were washed with brine (20 mL)
  9. customthen evaporated to dryness in vacuo

出典と根拠

ORDレコード
ord-7df9d0cdb3b843308e1a7c56c90e6f15
出典データセット
uspto-grants-2008_07
特許番号
US07405210B2

関連ノート

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