Triethylamine → HCID 66669764, compound

HRID 1969409Notes

Reaction equation

HRID 1969409 reaction equation
[OH:1][CH:2]1[C:6]2([CH2:8][CH2:7]2)[CH2:5][NH:4][CH2:3]1.Br[CH2:10][CH2:11][CH2:12][OH:13].CCN(CC)CC>C1COCC1>[OH:1][CH:2]1[C:6]2([CH2:8][CH2:7]2)[CH2:5][N:4]([CH2:10][CH2:11][CH2:12][OH:13])[CH2:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 123083-Bromo-1-propanolHCID 167382865-Azaspiro[2.4]heptan-7-ol

Product 1

HCID 66669764HCID 66669764, compoundYield 60.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 7-hydroxy-5-azaspiro[2.4]heptane (1.23 g, 11.0 mmol) in THF (40 mL) was added 3-bromopropanol (2.3 g, 16.65 mmol) and Et3N (2.24 g, 22.2 mmol). The reaction mixture was stirred at rt for 12 hrs and then concentrated in vacuo. The residue was purified by a silica gel column chromatography (100:50:2(v/v/v) EtOAc/CH3OH/Et3N) to afford the desired compound as orange oil (1.14 g, 60%).

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by a silica gel column chromatography (100:50:2(v/v/v) EtOAc/CH3OH/Et3N)

Sources & evidence

ORD record
ord-e77ef172b54e454a86a7ccce6de63125
Source dataset
uspto-grants-2013_04
Patent number
US08426585B2

Reaction notes

Loading…