Pyrrolidine → (3-BROMOBENZOYL)PYRROLIDINE

HRID 1912207Notes

Reaction equation

HRID 1912207 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](Cl)=[O:6].[NH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([C:5]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)=[O:6])[CH:8]=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 74377Benzoyl chloride, 3-bromo-

Product 1

HCID 766188(3-BROMOBENZOYL)PYRROLIDINE

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 3-bromo-benzoyl chloride (2.7 g, 12 mmol) in DCM (40 mL) was chilled to zero degrees and treated with pyrrolidine (3 mL, 36.8 mmol). Reaction was allowed to come to room temperature and stir for 4 h. Mixture was then poured onto water and washed once. Organic phase then washed with brine, dried over sodium sulfate, filtered and evaporated to amber oil (3.1 g, 100%).

Workup

  1. customReaction
  2. customto come to room temperature
  3. additionMixture was then poured onto water
  4. washwashed once
  5. washOrganic phase then washed with brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. customevaporated to amber oil (3.1 g, 100%)

Sources & evidence

ORD record
ord-f7c5cf03e0a746afa9958e269dbfb383
Source dataset
uspto-grants-2013_12
Patent number
US08604042B2

Reaction notes

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