2-(Bromomethyl)-1,4-dimethoxybenzene → [N-(3,4-diacetoxybenzyl)tropanium-3-yl] succinate dibromide

HRID 842759노트

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HRID 842759 반응식
[C:1]([O:17]C1C[C@H]2N(C)[C@H](CC2)C1)(=[O:16])[CH2:2][CH2:3][C:4]([O:6][CH:7]1[CH2:13][C@H:12]2[N:14]([CH3:15])[C@H:9]([CH2:10][CH2:11]2)[CH2:8]1)=[O:5].COC1C=CC(OC)=CC=1C[Br:32].[C:39]([O:42][C:43]1[CH:44]=[C:45]([CH:48]=[CH:49][C:50]=1[O:51][C:52](=[O:54])[CH3:53])[CH2:46][Br:47])(=[O:41])[CH3:40]>CC(C)=O>[Br-:32].[Br-:47].[C:4]([O:6][CH:7]1[CH2:8][C@H:9]2[N+:14]([CH2:46][C:45]3[CH:48]=[CH:49][C:50]([O:51][C:52](=[O:54])[CH3:53])=[C:43]([O:42][C:39](=[O:41])[CH3:40])[CH:44]=3)([CH3:15])[C@H:12]([CH2:11][CH2:10]2)[CH2:13]1)(=[O:5])[CH2:3][CH2:2][C:1]([O-:17])=[O:16]

참가 물질

5

반응물 3

HCID 5920212-(Bromomethyl)-1,4-dimethoxybenzeneHCID 118222724-(Bromomethyl)-1,2-phenylene diacetateHCID 11824654Bis(tropan-3-yl) succinate

생성물 1

HCID 86757249[N-(3,4-diacetoxybenzyl)tropanium-3-yl] succinate dibromide

시약·촉매·용매 1

HCID 180Acetone용매

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온도
50 °C

실험 절차

To a solution of 18.2 g (50 mmol) of bis(tropan-3-yl) succinate in 500 mL of dry acetone in a sealed bottle is added 11.6 g (50 mmol) of 2,5-dimethoxybenzyl bromide. After the mixture is heated at 50° C. for 24 hours, 14.3 g (50 mmol) of 3,4-diacetoxybenzyl bromide is added to the cooled mixture. Then the mixture is heated again at 70-75° C. for another 10 hours. The resulting white precipitate is collected by filtration, and purified by recrystallization (2×) from MeOH-methylene chloride to yield 9.0 g (20%) of [N-(2,5-dimethoxybenzyl) tropanium-3-yl], [N-(3,4-diacetoxybenzyl)tropanium-3-yl] succinate dibromide as a white powder.

후처리

  1. temperatureThen the mixture is heated again at 70-75° C. for another 10 hours
  2. filtrationThe resulting white precipitate is collected by filtration
  3. custompurified by recrystallization (2×) from MeOH-methylene chloride

출처 및 근거

ORD 기록
ord-c5e2dbabc0504a89b5c55f67a014b052
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06376510B1

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