Triethylamine → HCID 69120846, compound

HRID 915260Notes

Reaction equation

HRID 915260 reaction equation
Cl.[CH3:2][C:3]12[CH2:8][C:7]1([CH3:9])[CH2:6][NH:5][CH2:4]2.Cl[CH2:11][C:12]#[C:13][CH2:14][OH:15].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH3:2][C:3]12[CH2:8][C:7]1([CH3:9])[CH2:6][N:5]([CH2:11][C:12]#[C:13][CH2:14][OH:15])[CH2:4]2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2027752-Butyn-1-ol, 4-chloro-HCID 69120831HCID 69120831, compound

Product 1

HCID 69120846HCID 69120846, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirring solution of 1,5-dimethyl-3-azabicyclo[3.1.0]hexane hydrochloride (0.3 gm, 2 mmol) in chloroform (50 ml), 1-chloro-4-hydroxy-2-butyne (0.11 gm, 1 mmol), followed by triethylamine (0.3 gm, 3 mmol) were added. The reaction mixture was refluxed for 3 hours and then allowed to cool to room temperature. The solvents were evaporated in vacuo. The residual oil was purified by column chromatography using silicagel (100-200 mesh), eluting the compound with 50-50 ethyl acetate-hexane mixture.

Workup

  1. additionwere added
  2. temperatureThe reaction mixture was refluxed for 3 hours
  3. customThe solvents were evaporated in vacuo
  4. customThe residual oil was purified by column chromatography
  5. washeluting the compound with 50-50 ethyl acetate-hexane mixture

Sources & evidence

ORD record
ord-801be5368fe143c3beda9451168251df
Source dataset
uspto-grants-2007_09
Patent number
US07265147B2

Reaction notes

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