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Water → Boc-4-aminomethylbicyclo-[2.2.2]octane carboxamide

HRID 365275
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HRID 365275 반응식
[C:1]([CH:8]1[CH2:13][C:12]2([CH2:16][NH2:17])[CH2:14][CH2:15][C:9]1([C:18]([OH:20])=O)[CH2:10][CH2:11]2)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C(N1C=CN=C1)([N:23]1C=CN=C1)=O.[NH4+].[OH-].O>CN(C=O)C>[C:1]([CH:8]1[CH2:13][C:12]2([CH2:16][NH2:17])[CH2:11][CH2:10][C:9]1([C:18]([NH2:23])=[O:20])[CH2:15][CH2:14]2)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]
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참가 물질

6

반응물 4

HCID 962WaterHCID 14923Ammonium HydroxideHCID 682631,1'-CarbonyldiimidazoleHCID 69899061Boc-4-aminomethylbicvclo-[2.2.2]octane carboxylic acid

생성물 1

HCID 69901712Boc-4-aminomethylbicyclo-[2.2.2]octane carboxamide

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

실험 절차

A stirred solution under N2 of 12.0 g (42.5 mmol) of the product from step B in 100 ml of DMF was treated with 8.0 g (49.3 mmol) of carbonyldiimidazole. After 30 min the DMF was evaporated in vacuo to afford 50-60 ml of a light brown paste, which was stirred and treated with 70 ml of conc. NH4OH rapidly added. The initial solution turned to a white paste within 30 min, after which H2O was added up to a total volume of 400 ml to complete precipitation of product, which was triturated and isolated by filtration and washing with H2O, and dried in vacuo to yield the title compound as a white solid.

후처리

  1. customAfter 30 min the DMF was evaporated in vacuo
  2. customto afford 50-60 ml of a light brown paste, which
  3. additionrapidly added
  4. customprecipitation of product, which
  5. customwas triturated
  6. customisolated by filtration
  7. washwashing with H2O
  8. customdried in vacuo

출처 및 근거

ORD 기록
ord-26b8168ea0c749e5b725d1b973323783
출처 데이터셋
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06127333

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