Bromine → 6-(Bromomethyl)-1,3-oxazinan-2-one

HRID 595229ノート

反応式

HRID 595229 の反応式
[Br:1]Br.[CH2:3]([NH:7][C:8](=[O:17])[O:9][CH2:10][C:11]1C=CC=CC=1)[CH2:4]C=C>C(Cl)Cl.O>[Br:1][CH2:11][CH:10]1[O:9][C:8](=[O:17])[NH:7][CH2:3][CH2:4]1

参加物

5

反応物 2

HCID 24408BromineHCID 14688338Benzyl but-3-en-1-ylcarbamate

生成物 1

HCID 1182088706-(Bromomethyl)-1,3-oxazinan-2-one

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

Bromine (11 g, 68 mmol) was added to a mixture of benzyl but-3-en-1-ylcarbamate (7 g, 34 mmol) in DCM at room temperature under N2. The mixture was stirred at room temperature for 4 hours. The mixture was diluted with water and extracted with DCM. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether/EtOAc) to afford 6-(bromomethyl)-1,3-oxazinan-2-one. 1H NMR (400 MHz, CDCl3) δ 6.14 (s, 1H), 4.49-4.45 (m, 1H), 3.59-3.56 (m, 1H), 3.46-3.39 (m, 3H), 2.24-2.20 (m, 1H), 1.95-1.89 (m, 1H).

後処理

  1. extractionextracted with DCM
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (petroleum ether/EtOAc)

出典と根拠

ORDレコード
ord-69dfa9a436d94c1cb098a91b0bcfacb6
出典データセット
uspto-grants-2016_01
特許番号
US09242984B2

反応ノート

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