Triethylamine → 1-(3-CHLOROPROPANOYL)PYRROLIDINE

HRID 1973630Notes

Reaction equation

HRID 1973630 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[Cl:13][CH2:14][CH2:15][C:16](Cl)=[O:17]>C1C=CC=CC=1>[Cl:13][CH2:14][CH2:15][C:16]([N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:17]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31268PyrrolidineHCID 693643-Chloropropionyl chloride

Product 1

HCID 32712661-(3-CHLOROPROPANOYL)PYRROLIDINE

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of pyrrolidine (35 grams; 0.5 mol) and triethylamine (50 grams; 0.5 mol) in benzene (500 ml) is placed in a glass reaction flask equipped with a mechanical stirrer and reflux condenser. β-Chloropropionyl chloride (64 grams; 0.5 mol) is then slowly added with stirring over a period of about 15 minutes. Stirring is continued for a period of about 30 minutes. After this time the reaction mixture is first filtered to remove triethylamine hydrochloride nd is the stripped of benzene to yield 1-(β-chloropropionyl) pyrrolidine.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturereflux condenser
  3. stirringStirring
  4. waitis continued for a period of about 30 minutes
  5. filtrationAfter this time the reaction mixture is first filtered
  6. customto remove triethylamine hydrochloride nd

Sources & evidence

ORD record
ord-99ea59974e214b96a5d9862e4c120943
Source dataset
uspto-grants-1976_12
Patent number
US03998808

Reaction notes

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