Triethylamine → HCID 15117216, compound

HRID 2184721Notes

Reaction equation

HRID 2184721 reaction equation
[OH:1][CH:2]1[CH2:6][CH2:5][NH:4][CH2:3]1.CCN(CC)CC.Cl[C:15]([O:17][CH2:18][CH:19]=[CH2:20])=[O:16]>C(Cl)Cl>[OH:1][CH:2]1[CH2:6][CH2:5][N:4]([C:15]([O:17][CH2:18][CH:19]=[CH2:20])=[O:16])[CH2:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 18052Allyl chloroformateHCID 982104-Hydroxypyrrolidine

Product 1

HCID 15117216HCID 15117216, compoundYield 49.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 3-hydroxypyrrolidine (0.35 g, 4.02 mmol) and Et3N (1.16 mL, 8.04 mmol) in CH2Cl2 (20 mL) was added allyl chloroformate (0.47 mL, 4.43 mmol) at 0° C. The mixture was kept at 0° C. for 0.5 hr and more CH2Cl2 was added. It was then washed with 5% NaHCO3, water and brine, dried over Na2SO4 and concentrated to give the product (0.34 g) as a yellow liquid.

Workup

  1. washIt was then washed with 5% NaHCO3, water and brine
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-5e4383aac74941d3a9ab53a96b4fc55f
Source dataset
uspto-grants-2002_06
Patent number
US06399597B1

Reaction notes

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