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

HRID 585328ノート

反応式

HRID 585328 の反応式
[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]

参加物

8

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5eb0da5038484969a784c2cfbcbb1d8a
出典データセット
uspto-grants-2005_08
特許番号
US06930208B2

反応ノート

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