吡啶 → 3,4-di-O-isobutyryl-N-carbobenzoxydopamine

HRID 5905

反应方程式

HRID 5905 反应方程式
[C:1]([NH:11][CH2:12][CH2:13][C:14]1[CH:21]=[CH:20][C:18]([OH:19])=[C:16]([OH:17])[CH:15]=1)([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].[C:22](Cl)(=[O:26])[CH:23]([CH3:25])[CH3:24].[C:28](=[O:31])([O-])[O-].[Na+].[Na+].N1C=C[CH:37]=[CH:36][CH:35]=1>>[C:22]([O:17][C:16]1[CH:15]=[C:14]([CH:21]=[CH:20][C:18]=1[O:19][C:28](=[O:31])[CH:36]([CH3:37])[CH3:35])[CH2:13][CH2:12][NH:11][C:1]([O:3][CH2:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[O:2])(=[O:26])[CH:23]([CH3:25])[CH3:24]

参与物

5

反应物 4

HCID 1049吡啶HCID 10340Carbonic acid sodium salt (1:2)HCID 62325异丁酰氯HCID 11108946Benzyl N-[2-(3,4-dihydroxyphenyl)ethyl]carbamate

产物 1

HCID 1317181703,4-di-O-isobutyryl-N-carbobenzoxydopamine收率 74.7%

实验过程

To 80 ml of a pyridine solution containing 10.7 g (37 mmol) of N-carbobenzoxydopamine obtained in Synthetic Example 1-(1) was added dropwise 9.9 g (93 mmol) of isobutyryl chloride at 5° to 10° C. After stirring at room temperature for 12 hours, the mixture was allowed to react at 35° to 40° C. for 3 hours. Then, the reaction mixture was poured into ice and a sodium carbonate solution and stirred at room temperature for 30 minutes. The mixture was extracted with diethyl ether and the resulting extract was dried over anhydrous magnesium sulfate. The solvent was distilled and the thus-obtained crude crystals were recrystallized from diisopropyl ether/petroleum ether (1:2 by volume) to obtain 11.9 g (yield: 74.7%) of the desired compound in the form of white cyrstals (m.p. 44°-46° C.).

后处理

  1. customto react at 35° to 40° C. for 3 hours
  2. additionThen, the reaction mixture was poured into ice
  3. extractionThe mixture was extracted with diethyl ether
  4. extractionthe resulting extract
  5. dry with materialwas dried over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled
  7. customthe thus-obtained crude crystals
  8. customwere recrystallized from diisopropyl ether/petroleum ether (1:2 by volume)

来源与证据

ORD记录
ord-8bde2442c4a143c2beb25e6049687eb8
来源数据集
uspto-grants-1993_09
专利号
US05246949

关联笔记

加载中…