Hydrochloric Acid → 1,8-Diazabicyclo[5.4.0]undec-7-ene hydrochloride

HRID 83822Notes

Reaction equation

HRID 83822 reaction equation
[CH2:1]1[CH2:11][CH2:10][N:9]2[C:4](=[N:5][CH2:6][CH2:7][CH2:8]2)[CH2:3][CH2:2]1.[ClH:12]>CCOCC>[ClH:12].[CH2:1]1[CH2:11][CH2:10][N:9]2[C:4](=[N:5][CH2:6][CH2:7][CH2:8]2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

Product 1

HCID 124146751,8-Diazabicyclo[5.4.0]undec-7-ene hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A flame dried flask was charged with DBU (1.0 g, 6.56 mmol), ether (20 mL) and a stirbar under dry nitrogen atmosphere. With vigorous stirring, a 1M ethereal HCl solution (6.6 mL, 6.6 mmol) was added to form a white precipitate. Stirring was continued for 1 hour then excess solvent was decanted to yield 1.1 g (90%). The salt was then dried under high vacuum.

Workup

  1. customA flame dried flask
  2. customto form a white precipitate
  3. customexcess solvent was decanted
  4. customto yield 1.1 g (90%)
  5. customThe salt was then dried under high vacuum

Sources & evidence

ORD record
ord-9b0482f393374961a752c91ce87c0658
Source dataset
uspto-grants-2014_09
Patent number
US08846851B2

Reaction notes

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