Ethanol → HCID 86583899, compound

HRID 637214Notes

Reaction equation

HRID 637214 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[N:19]([CH2:20][CH:21]=[CH2:22])[C:18]3[CH:23]=[CH:24][CH:25]=[CH:26][C:17]=3[N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[IH:27].C(O)C>C(OCC)C>[IH:27].[CH2:20]([N:19]1[C:18]2[CH:23]=[CH:24][CH:25]=[CH:26][C:17]=2[N:16]=[C:15]1[N:11]1[CH2:12][CH2:13][CH2:14][NH:8][CH2:9][CH2:10]1)[CH:21]=[CH2:22]

Participants

5

Reactant 3

HCID 702EthanolHCID 24841Hydrogen iodideHCID 184649651-(t-butoxycarbonyl)-4-(1-allyl-1H-benzimidazol-2-yl)[1,4]diazepane

Product 1

HCID 86583899HCID 86583899, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Combine 1-(t-butoxycarbonyl)-4-(1-allyl-1H-benzimidazol-2-yl)[1,4]diazepane (0.89 g, 2.5 mmol), aqueous hydriodic acid (10 mL, 57%), and ethanol (10 mL). Heat to reflux. After 1 hour, cool to ambient temperature, pour the reaction mixture into diethyl ether (250 mL), and stir to give a solid. After 1 hour, collect the solid by filtration, rinse with diethyl ether, and dry in vacuo to give the title compound.

Workup

  1. temperatureHeat to reflux
  2. customto give a solid
  3. waitAfter 1 hour
  4. customcollect the solid
  5. filtrationby filtration
  6. washrinse with diethyl ether
  7. customdry in vacuo

Sources & evidence

ORD record
ord-06db4e1d27a04354be2013a6403258c0
Source dataset
uspto-grants-2001_02
Patent number
US06194406B1

Reaction notes

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