Chloroacetone → Ethyl 2,4-dibromo-3-(2-ethoxyiminopropyloxy)benzoate

HRID 585328노트

반응식

HRID 585328 반응식
[Br:1][C:2]1[C:12]([O:13][CH2:14][C:15]([CH3:17])=O)=[C:11]([Br:18])[CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].BrC1C(O)=C(Br)C=CC=1C(OCC)=O.ClCC(=O)C.C([O-])([O-])=O.[Na+].[Na+].Cl.[CH2:45]([O:47][NH2:48])[CH3:46]>CO.O>[Br:1][C:2]1[C:12]([O:13][CH2:14][C:15](=[N:48][O:47][CH2:45][CH3:46])[CH3:17])=[C:11]([Br:18])[CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5]

참가 물질

8

반응물 5

HCID 6571ChloroacetoneHCID 10340Sodium CarbonateHCID 76850O-ethylhydroxylamine hydrochlorideHCID 14851207Ethyl 2,4-dibromo-3-hydroxybenzoateHCID 22340636Ethyl 2,4-dibromo-3-(methylcarbonylmethoxy)benzoate

생성물 1

HCID 85873781Ethyl 2,4-dibromo-3-(2-ethoxyiminopropyloxy)benzoate

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매2회

실험 절차

1.00 g (2.60 mmol) of ethyl 2,4-dibromo-3-(methylcarbonylmethoxy)benzoate (prepared from ethyl 2,4-dibromo-3-hydroxybenzoate and chloroacetone analogously to preparation a), step 1, above) and 0.614 g (5.80 mmol) of Na2CO3 were initially charged in 10 ml of methanol. 0.529 g (5.30 mmol) of O-ethyl hydroxylamine hydrochloride, dissolved in 12 ml of water, was added dropwise and the mixture was stirred at RT for 2 h. The mixture was then poured into water and extracted with diethyl ether. The combined organic phases were washed with water, dried over Na2SO4 and evaporated to dryness. Drying under oil pump vacuum gave ethyl 2,4-dibromo-3-(2-ethoxyiminopropyloxy)benzoate as a brown oil.

후처리

  1. additionwas added dropwise
  2. extractionextracted with diethyl ether
  3. washThe combined organic phases were washed with water
  4. dry with materialdried over Na2SO4
  5. customevaporated to dryness
  6. customDrying under oil pump vacuum

출처 및 근거

ORD 기록
ord-5eb0da5038484969a784c2cfbcbb1d8a
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06930208B2

반응 노트

불러오는 중…