Chloroacetyl chloride → 6-Methoxy-3,4-dihydro-2H-1,4-benzoxazine

HRID 1167610노트

반응식

HRID 1167610 반응식
[NH2:1][C:2]1(O)C=CC(OC)=C[CH2:3]1.[C:11](=O)([O-])O.[Na+].Cl[CH2:17][C:18](Cl)=[O:19].[CH2:21]([C:25]([CH3:27])=[O:26])[CH:22](C)C>>[CH3:11][O:19][C:18]1[CH:22]=[CH:21][C:25]2[O:26][CH2:3][CH2:2][NH:1][C:27]=2[CH:17]=1

참가 물질

5

반응물 4

HCID 6577Chloroacetyl chlorideHCID 7909Methyl Isobutyl KetoneHCID 516892Sodium BicarbonateHCID 22993362HCID 22993362, 화합물

생성물 1

HCID 162444606-Methoxy-3,4-dihydro-2H-1,4-benzoxazine

실험 절차

The compound obtained in Step A (5.94 g; 42.7 mmol) is dissolved in 50 ml of methyl isobutyl ketone, and a solution of sodium hydrogen carbonate (3 eq.; 128.1 mmol; 10.76 g dissolved in 60 ml of water) is subsequently added. Chloroacetyl chloride (1.1 eq.; 46.9 mmol; 3.74 ml) is then slowly added. The mixture is maintained at reflux for one hour, then the methyl isobutyl ketone is removed under reduced pressure. The residue is taken up in ethyl acetate, and the organic phase is washed twice with water, dried over MgSO4, and subsequently removed under reduced pressure to yield the title product in the form of a solid.

후처리

  1. temperatureThe mixture is maintained
  2. temperatureat reflux for one hour
  3. customthe methyl isobutyl ketone is removed under reduced pressure
  4. washthe organic phase is washed twice with water
  5. dry with materialdried over MgSO4
  6. customsubsequently removed under reduced pressure

출처 및 근거

ORD 기록
ord-c6432d1421b849cc93cbfc4aa75d3978
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06620809B2

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