Methyl chloroacetate → HCID 59536735, 화합물

HRID 220681노트

반응식

HRID 220681 반응식
[CH2:1]([N:4]1[C:8]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=2[Br:16])=[N:7][NH:6][C:5]1=[O:17])[CH:2]=[CH2:3].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:25][C:26]([O:28][CH3:29])=[O:27]>C(#N)C>[CH2:1]([N:4]1[C:5](=[O:17])[N:6]([CH2:25][C:26]([O:28][CH3:29])=[O:27])[N:7]=[C:8]1[C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[Br:16])[CH:2]=[CH2:3]

참가 물질

5

반응물 3

HCID 7295Methyl chloroacetateHCID 11430Potassium CarbonateHCID 59536813HCID 59536813, 화합물

생성물 1

HCID 59536735HCID 59536735, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Of the compound from Example 164A, 9.78 g (about 23.32 mmol, purity 75%) were dissolved in 75 ml of acetonitrile. Then 3.55 g (25.65 mmol) of potassium carbonate and 2.46 ml (27.98 mmol) of methyl chloroacetate were added. The mixture was stirred under reflux for 5 hours. After cooling, it was filtered with suction. The filtrate was concentrated a little on a rotary evaporator and then diluted with 30 ml of ethyl acetate and washed with 30 ml each of 1M hydrochloric acid and of saturated aqueous sodium chloride solution. The organic phase was dried over sodium sulphate, filtered and freed from the solvent on a rotary evaporator. The residue was purified by chromatography on silica gel (elution: cyclohexane/ethyl acetate 2:1). This gave 7.1 g (79% of theory) of the title compound.

후처리

  1. temperatureunder reflux for 5 hours
  2. temperatureAfter cooling
  3. filtrationit was filtered with suction
  4. concentrationThe filtrate was concentrated a
  5. customlittle on a rotary evaporator
  6. additiondiluted with 30 ml of ethyl acetate
  7. washwashed with 30 ml each of 1M hydrochloric acid and of saturated aqueous sodium chloride solution
  8. dry with materialThe organic phase was dried over sodium sulphate
  9. filtrationfiltered
  10. customfreed from the solvent on a rotary evaporator
  11. customThe residue was purified by chromatography on silica gel (elution: cyclohexane/ethyl acetate 2:1)

출처 및 근거

ORD 기록
ord-c91bb23739cf4357b3b3533c4c1de3f1
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202895B2

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