1-Bromo-2-Chloroethane → HCID 67597224, compound

HRID 362891Notes

Reaction equation

HRID 362891 reaction equation
Br[CH2:2][CH2:3][Cl:4].[O:5]1[C:9]2([CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[O:8][CH2:7][CH2:6]1.CCN(CC)CC.C(OCC)(=O)C>C(#N)C>[Cl:4][CH2:3][CH2:2][N:12]1[CH2:13][CH2:14][C:9]2([O:8][CH2:7][CH2:6][O:5]2)[CH2:10][CH2:11]1

Participants

6

Reactant 4

HCID 78491-Bromo-2-ChloroethaneHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 674351,4-Dioxa-8-azaspiro(4.5)decane

Product 1

HCID 67597224HCID 67597224, compoundYield 6,348.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

Step 1): 1-Bromo-2-chloroethane (10.0 g, 0.07 mmol) was added by portions to a solution of 1,4-dioxa-8-azaspiro[4,5]decane (1.0 g, 7.0 mmol) and Et3N (0.7 g, 7.0 mmol) in acetonitrile (10 ml) at 0° C. The mixture was stirred at 0° C. for 48 hours, poured into ethyl acetate and washed with water. The organic layer was dried (MgSO4) and concentrated to give 8-(2-chloroetyl)-1,4-dioxa-8-azaspiro-[4,5]decane (0.914 g, 63.5%) as a solid product.

Workup

  1. washwashed with water
  2. dry with materialThe organic layer was dried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-6108024432a04598abcc851939e2dd43
Source dataset
uspto-grants-1999_02
Patent number
US05872115

Reaction notes

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