Formaldehyde → HCID 86718560, compound

HRID 1854220Notes

Reaction equation

HRID 1854220 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][C:3]=1O.[CH2:10]=[O:11].[C:12]([NH2:16])([CH3:15])([CH3:14])[CH3:13].[CH:17](O)(C)C>>[Br:1][C:2]1[CH:7]=[C:6]([Br:8])[C:5]2[O:11][CH2:10][N:16]([C:12]([CH3:15])([CH3:14])[CH3:13])[CH2:17][C:4]=2[CH:3]=1

Participants

5

Reactant 4

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

Product 1

HCID 86718560HCID 86718560, compound

Procedure

To a mixture 2,4-dibromphenol (11.099 g, 44.06 mmol, 1.0 equiv) and paraformaldehyde (6.609 g, 5 equiv) in isopropanol (110 mL) was added tert-butylamine (16.112 g, 5 equiv) dropwise. The resulting reaction mixture was refluxed under nitrogen overnight. The reaction mixture was cooled to room temperature, filtered and the product rinsed with isopropanol and dried to give 6,8-dibromo-3-(tert-butyl)-3,4-dihydro-2H-benzo[e][1,3]oxazine (12.65 g).

Workup

  1. customThe resulting reaction mixture
  2. temperaturewas refluxed under nitrogen overnight
  3. filtrationfiltered
  4. washthe product rinsed with isopropanol
  5. customdried

Sources & evidence

ORD record
ord-688d0a496cb64af6871a9ca9f84f4b23
Source dataset
uspto-grants-2015_02
Patent number
US08962657B2

Reaction notes

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