Water → 2-Azetidinecarboxylicacid,4-oxo-,ethylester(6CI,9CI)

HRID 1903013ノート

反応式

HRID 1903013 の反応式
COC1C=C(OC)C=CC=1C[N:6]1[C:9](=[O:10])[CH2:8][CH:7]1[C:11]([O:13][CH2:14][CH3:15])=[O:12].S(OOS([O-])(=O)=O)([O-])(=O)=O.[K+].[K+].P([O-])([O-])(O)=O.[Na+].[Na+].O>C(#N)C>[O:10]=[C:9]1[NH:6][CH:7]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:8]1

参加物

6

反応物 4

HCID 962WaterHCID 24203Sodium Phosphate, DibasicHCID 24412Potassium PersulfateHCID 13505933HCID 13505933、化合物

生成物 1

HCID 108772262-Azetidinecarboxylicacid,4-oxo-,ethylester(6CI,9CI)収率 41%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

6 g. (20.5 mmoles) of ethyl 1-(2,4-dimethoxybenzyl)-4-oxo-2-azetidine-carboxylate prepared according to Example 10, 11 g. (41 mmoles) of potassium peroxidisulfate and 14.5 g, (82 mmoles) of disodium hydrogenphosphate×2H2O are boiled in a mixture of 60 ml. of water and 90 ml. of acetonitrile for 6 hours. The biphase reaction mixture is separated, the aqueous phase is shaken with 100 ml. of benzene and the combined organic phase is extracted with three 30-ml. portions of a saturated aqueous sodium chloride solution. The organic phase is dried with magnesium sulfate, filtered and the filtrate is evaporated. The obtained oily product is subjected to column chromatography (Kieselgel 60, 0.063-0.200 mm., benzene followed by a 99:1 mixture of benzene and acetone). 1.21 g. (41%) of the named compound are obtained.

後処理

  1. customThe biphase reaction mixture
  2. customis separated
  3. extractionof benzene and the combined organic phase is extracted with three 30-ml
  4. dry with materialThe organic phase is dried with magnesium sulfate
  5. filtrationfiltered
  6. customthe filtrate is evaporated
  7. addition, benzene followed by a 99:1 mixture of benzene and acetone)

出典と根拠

ORDレコード
ord-46937d7c479444e38454416eae29d95e
出典データセット
uspto-grants-1984_03
特許番号
US04435322

反応ノート

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