Triethylamine → 4,5-dichloroimidazolyl(Methoxy)pyrrolidinophosphine

HRID 1250984Notes

Reaction equation

HRID 1250984 reaction equation
[Cl:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[Cl:7].C(N(CC)CC)C.Cl[P:16]([O:22][CH3:23])[N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1>C1COCC1>[Cl:1][C:2]1[N:3]=[C:4]([P:16]([O:22][CH3:23])[N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[NH:5][C:6]=1[Cl:7]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1400184,5-DichloroimidazoleHCID 23414106Chloro(methoxy)pyrrolidinophosphine

Product 1

HCID 183256624,5-dichloroimidazolyl(Methoxy)pyrrolidinophosphineYield 146.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 4,5-dichloroimidazole (4.62 g, 33.7 mmol) and triethylamine (18.8 mL, 13.65 g, 134.9 mmol) in THF (40 mL) was added dropwise Chloro(methoxy)pyrrolidinophosphine (3.31 g, 19.76 mmol) CH2Cl2 (13.4 mL) at room temperature. The mixture was stirred for 3 h at room temperature. The reaction mixture was filtered to remove the resulting salt, and the solvent was removed under reduced pressure to give the crude product as a pale yellow oil (7.76 g, 86%). 31P NMR (CDCl3) δ 125.9.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customto remove the resulting salt
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-b6ee346dfcb7485aa1b6914057fe80d9
Source dataset
uspto-grants-2002_01
Patent number
US06340749B1

Reaction notes

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