3-Bromo-1-propanol → HCID 66669764, compound

HRID 2068205Notes

Reaction equation

HRID 2068205 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]>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

4

Reactant 2

HCID 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-d4c7be0b2eec467baf3ff464e6eba4f6
Source dataset
uspto-grants-2012_10
Patent number
US08293897B2

Reaction notes

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