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

HRID 25329

반응식

HRID 25329 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매2회

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-1ccfac4f8afb4c33b7e6c03d11b4ea37
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858641B2

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