Formaldehyde → HCID 86718560, compound

HRID 1480604Notes

Reaction equation

HRID 1480604 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[Br:6][C:7]1[CH:12]=[C:11]([Br:13])[CH:10]=[CH:9][C:8]=1O.[CH2:15]=[O:16].[CH3:17]C(O)C>>[Br:6][C:7]1[CH:12]=[C:11]([Br:13])[C:10]2[O:16][CH2:15][N:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:17][C:9]=2[CH:8]=1

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 3776IsopropanolHCID 6385Tert-ButylamineHCID 120052,4-Dibromophenol

Product 1

HCID 86718560HCID 86718560, compoundYield 82.8%

Procedure

tert-Butylamine (16.1 g, 0.22 mol) was added to a mixture of 2,4-dibromophenol (11.1 g, 0.044 mol) and paraformaldehyde (6.61 g, 0.22 mol) in 2-propanol (110 mL) and the reaction mixture refluxed under nitrogen overnight. The cooled reaction mixture was filtered and the wet cake was rinsed with 2-propanol. The wet cake was dried by suction to give 6,8-dibromo-3-(tert-butyl)-3,4-dihydro-2H-benzo[e][1,3]oxazine (12.66 g, 82.8% yield) as a solid.

Workup

  1. temperaturethe reaction mixture refluxed under nitrogen overnight
  2. customThe cooled reaction mixture
  3. filtrationwas filtered
  4. washthe wet cake was rinsed with 2-propanol
  5. customThe wet cake was dried by suction

Sources & evidence

ORD record
ord-1aeac0c8c4f3477f91161e3211969c03
Source dataset
uspto-grants-2016_08
Patent number
US09409893B2

Reaction notes

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