Acetic Acid → HCID 10679379, 화합물

HRID 1087021노트

반응식

HRID 1087021 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 10679379HCID 10679379, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6479001f778e4d92849c58b9dfc4ba4b
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05034381

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