Triethylamine → HCID 67198370, compound

HRID 551710Notes

Reaction equation

HRID 551710 reaction equation
C1(C)C=CC(S(O)(=O)=O)=CC=1.[NH2:12][CH2:13][C@:14]1([CH2:23][C:24]([OH:26])=[O:25])[CH2:20][C@@H:19]2[C@H:15]1[CH:16]=[CH:17][CH:18]2[CH2:21][CH3:22].C(N(CC)CC)C>C(Cl)Cl>[NH2:12][CH2:13][C@:14]1([CH2:23][C:24]([OH:26])=[O:25])[CH2:20][C@@H:19]2[C@H:15]1[CH:16]=[CH:17][CH:18]2[CH2:21][CH3:22]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 86646165HCID 86646165, compound

Product 1

HCID 67198370HCID 67198370, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(±) [(1S,5R,6S)-6-(aminomethyl)-2-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetic acid p-toluenesulfonate (3.17 g, 8.31 mmol) was suspended in methylene chloride (35 mL). To the suspension, triethylamine (1.27 mL, 9.14 mmol) was added with stirring at room temperature. The mixture was stirred at this temperature for 3 hours, and the deposited solid was then collected by filtration and washed with methylene chloride to obtain the compound of interest as a white solid (1.58 g, 91%, Major/Minor=3/1).

Workup

  1. stirringThe mixture was stirred at this temperature for 3 hours
  2. filtrationthe deposited solid was then collected by filtration
  3. washwashed with methylene chloride
  4. customto obtain the compound of interest as a white solid (1.58 g, 91%, Major/Minor=3/1)

Sources & evidence

ORD record
ord-f991067753b842ff8faa76b89f3b7e8e
Source dataset
uspto-grants-2011_05
Patent number
US07947738B2

Reaction notes

Loading…