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

HRID 2209290노트

반응식

HRID 2209290 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6f60589751744e599d97717392b38cd7
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09376441B2

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