Methyl chloroacetate → HCID 59536735、化合物

HRID 220681ノート

反応式

HRID 220681 の反応式
[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]

参加物

5

反応物 3

HCID 7295Methyl chloroacetateHCID 11430Potassium CarbonateHCID 59536813HCID 59536813、化合物

生成物 1

HCID 59536735HCID 59536735、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-c91bb23739cf4357b3b3533c4c1de3f1
出典データセット
uspto-grants-2012_06
特許番号
US08202895B2

反応ノート

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