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

HRID 751633노트

반응식

HRID 751633 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-7df9d0cdb3b843308e1a7c56c90e6f15
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07405210B2

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