Hydrochloric Acid → HCID 68707858, compound

HRID 2261897Notes

Reaction equation

HRID 2261897 reaction equation
Cl.[C:2]([C@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1C(OC(C)(C)C)=O)#[CH:3].[CH2:16](Cl)[Cl:17].CO>C(OCC)(=O)C>[Cl-:17].[C:2]([CH:4]1[CH2:8][CH2:7][CH2:6][NH2+:5]1)#[C:3][CH3:16]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 6344DichloromethaneHCID 10262067tert-butyl (2R)-2-ethynylpyrrolidine-1-carboxylate

Product 1

HCID 68707858HCID 68707858, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Anhydrous HCl was bubbled into a stirred solution of tert-butyl (2R)-2-ethynylpyrrolidine-1-carboxylate (0.71 g, 3.4 mmol) in ethyl acetate (15 mL) at 0° C. and allowed to mix for 45 min. Upon completion of the reaction as visualized by TLC (99:1 CH2Cl2 to MeOH), the solution was dried in vacuo to yield 2-prop-1-ynylpyrrolidinium chloride. LC-MS m/z=111. 1H NMR (CD3OD, 400 Mhz) 4.33-4.31 ppm (m, 1H), 3.42-3.24 (m, 2H), 2.36-1.99 (m, 4H), 1.88 (s, 3H).

Workup

  1. additionto mix for 45 min
  2. customUpon completion of the reaction
  3. customthe solution was dried in vacuo

Sources & evidence

ORD record
ord-e89a3ac5b09743cc92753b3f218061aa
Source dataset
uspto-grants-2010_12
Patent number
US07847100B2

Reaction notes

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