Hydrochloric Acid → Methyl 4-(2-methoxy-2-oxoethyl)-3-nitrobenzoate

HRID 25329

反応式

HRID 25329 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[C:7]([O:9][CH3:10])=[O:8])([O-:3])=[O:2].Cl[CH2:15][C:16]([O:18][CH3:19])=[O:17].CC(C)([O-])C.[K+].Cl>CN(C)C=O.O>[CH3:19][O:18][C:16]([CH2:15][C:13]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][C:4]=1[N+:1]([O-:3])=[O:2])=[O:17]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 7295Methyl chloroacetateHCID 69260Methyl 3-nitrobenzoateHCID 23665647Potassium tert-butoxide

生成物 1

HCID 22567524Methyl 4-(2-methoxy-2-oxoethyl)-3-nitrobenzoate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

54.3 g of methyl 3-nitro-benzoate and 29.0 g of methyl chioroacetate are dissolved in 100 ml of dimethylformamide and this solution is added dropwise at −10° C. to a solution of 78.5 g of potassium tert.butoxide in 500 ml of dimethylformamide. The mixture is stirred for another 10 minutes at ambient temperature and after this time the solution is poured onto 350 ml of concentrated hydrochloric acid in 2 l of iced water. The solution is stirred for 0.5 hours and the precipitate obtained is suction filtered and washed with water. The product is recrystallised from 150 ml of methanol and dried in vacuo at 40° C. Yield: 48.3 g (51% of theoretical), contains about 20% of methyl 6-methoxycarbonylmethyl-3-nitro-benzoate

後処理

  1. stirringThe solution is stirred for 0.5 hours
  2. customthe precipitate obtained
  3. filtrationfiltered
  4. washwashed with water
  5. customThe product is recrystallised from 150 ml of methanol
  6. customdried in vacuo at 40° C

出典と根拠

ORDレコード
ord-1ccfac4f8afb4c33b7e6c03d11b4ea37
出典データセット
uspto-grants-2005_02
特許番号
US06858641B2

関連ノート

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