Acetic Acid → HCID 10679379、化合物

HRID 1087021ノート

反応式

HRID 1087021 の反応式
[O:1]1[CH2:6][CH2:5][C:4](=O)[CH2:3][CH2:2]1.[C:8]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])#[N:9].C([O-])(=O)C.[NH4+].C(O)(=O)C>C1(C)C=CC=CC=1>[CH2:14]([O:13][C:11]([C:10]([C:8]#[N:9])=[C:4]1[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1)=[O:12])[CH3:15]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 7764Ethyl cyanoacetateHCID 121599Tetrahydro-4H-pyran-4-oneHCID 517165Ammonium Acetate

生成物 1

HCID 10679379HCID 10679379、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

A mixture of tetrahydropyran-4-one (12 g), ethyl cyanoacetate (13.6 g), ammonium acetate (1.2 g), glacial acetic acid (2.4 ml) and toluene (15 ml) is stirred at reflux for 16 hours. The mixture is diluted with toluene and the organic layer is separated, washed with water, then brine, and dried over magnesium sulfate. It is concentrated at reduced pressure to an oil which solidifies. It is further purified by flash chromatography through silica gel with methylene chloride as eluent. The desired fractions are combined and concentrated to dryness at reduced pressure to afford 4-(alpha-ethoxycarbonyl-cyanomethylene)-tetrahydropyran.

後処理

  1. temperatureat reflux for 16 hours
  2. customthe organic layer is separated
  3. washwashed with water
  4. dry with materialbrine, and dried over magnesium sulfate
  5. concentrationIt is concentrated at reduced pressure to an oil which
  6. customIt is further purified by flash chromatography through silica gel with methylene chloride as eluent
  7. concentrationconcentrated to dryness at reduced pressure

出典と根拠

ORDレコード
ord-6479001f778e4d92849c58b9dfc4ba4b
出典データセット
uspto-grants-1991_07
特許番号
US05034381

反応ノート

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