1,2-Dibromoethane → 8-(2-Bromoethyloxy)-8-azaspiro[4.5]decan-7,9-dione

HRID 868557Notes

Reaction equation

HRID 868557 reaction equation
[OH:1][N:2]1[C:11](=[O:12])[CH2:10][C:5]2([CH2:9][CH2:8][CH2:7][CH2:6]2)[CH2:4][C:3]1=[O:13].C(N(C(C)C)CC)(C)C.[Br:23][CH2:24][CH2:25]Br>CC#N>[Br:23][CH2:24][CH2:25][O:1][N:2]1[C:11](=[O:12])[CH2:10][C:5]2([CH2:6][CH2:7][CH2:8][CH2:9]2)[CH2:4][C:3]1=[O:13]

Participants

5

Reactant 3

HCID 78391,2-DibromoethaneHCID 81531DiisopropylethylamineHCID 142805828-Hydroxy-8-azaspiro[4.5]decane-7,9-dione

Product 1

HCID 145008658-(2-Bromoethyloxy)-8-azaspiro[4.5]decan-7,9-dione

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 8-hydroxy-8-azaspiro[4.5]decan-7,9-dione (30 g) in 600 ml of dry CH3CN were added diisopropylethylamine (57 ml) and 1,2-dibromoethane (42.4 ml). The mixture was heated to 70° with stirring. After 7 hours, heating was discontinued and the mixture was stirred at room temperature for 48 hours.

Workup

  1. temperatureThe mixture was heated to 70°
  2. temperatureheating
  3. stirringthe mixture was stirred at room temperature for 48 hours

Sources & evidence

ORD record
ord-85223765f81e49969d1554a17abbeef7
Source dataset
uspto-grants-1988_10
Patent number
US04780466

Reaction notes

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