Methyl iodide → 7-Bromo-1,4,4-trimethyl-3,1-benzoxazin-2-one

HRID 2209290ノート

反応式

HRID 2209290 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:10]([CH3:12])([CH3:11])[O:9][C:8](=[O:13])[NH:7][C:6]=2[CH:14]=1.[CH3:15][Si]([N-][Si](C)(C)C)(C)C.[Na+].CI>CN(C=O)C.C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:10]([CH3:11])([CH3:12])[O:9][C:8](=[O:13])[N:7]([CH3:15])[C:6]=2[CH:14]=1

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 2724254Sodium bis(trimethylsilyl)amideHCID 468564867-bromo-4,4-dimethyl-1H-benzo[d][1,3]oxazin-2(4H)-one

生成物 1

HCID 1178431767-Bromo-1,4,4-trimethyl-3,1-benzoxazin-2-one

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Into the solution of 7-bromo-4,4-dimethyl-1H-benzo[d][1,3]oxazin-2(4H)-one 7.37 (1.35 g) in DMF (20 mL) was added 1M solution of NaHMDS in THF (7 mL) at rt. After 30 min., MeI (0.85 g) was added. After overnight stirring, the reaction mixture was extracted with ethyl acetate and washed with brine, and dried with dry agent. After removal of the solvent, the residue was crystallized from mixture of DCM and Hexane to provide 1.2 g of 7-bromo-1,4,4-trimethyl-1H-benzo[d][1,3]oxazin-2(4H)-one 7.38 was synthesized.

後処理

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washwashed with brine
  3. customdried
  4. customwith dry agent
  5. customAfter removal of the solvent
  6. customthe residue was crystallized from mixture of DCM and Hexane

出典と根拠

ORDレコード
ord-6f60589751744e599d97717392b38cd7
出典データセット
uspto-grants-2016_06
特許番号
US09376441B2

反応ノート

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