Hydrochloric Acid → Styrene Oxide

HRID 1582847Notes

Reaction equation

HRID 1582847 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl.[Na+].[Br-:11].[OH2:12]>ClCCl>[Br-:11].[Br-:11].[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:1]1[O:12][CH:2]1[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH:2](=[O:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 962Water2×HCID 7501StyreneHCID 253881Sodium Bromide

Product 3

HCID 240BenzaldehydeYield 0.01%HCID 7276Styrene OxideYield 60.6%HCID 12722285HCID 12722285, compoundYield 39.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 1.818 g (17.456 mmol) of styrene dissolved in 5 ml of dichloromethane in 250 ml round bottom flask, 5 ml of 12 N hydrochloric acid and 10 ml of water were added. A mixture of (3.035 g, 29.47 mmol) NaBr and 0.879 g (5.819 mmol) of NaBrO3 dissolved in 20 ml water was added under stirring at room temperature over a period of 90 min. The organic layer was evaporated to get 39.3% of styrene dibromide, 60.6% styrene epoxide and 0.01% benzaldehyde.

Workup

  1. additionwas added
  2. customThe organic layer was evaporated

Sources & evidence

ORD record
ord-f85038f82cac453fb275363851844fca
Source dataset
uspto-grants-2004_05
Patent number
US06740253B2

Reaction notes

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