Formamide → Ethyl 4-methyloxazole-5-carboxylate

HRID 1659284

反応式

HRID 1659284 の反応式
Cl[CH2:2][C:3](=O)[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[CH:11]([NH2:13])=[O:12].C([O-])([O-])=O.[K+].[K+].[Na+].[Cl-]>C1C=CC=CC=1.CCOCC>[CH3:2][C:3]1[N:13]=[CH:11][O:12][C:4]=1[C:5]([O:7][CH2:8][CH3:9])=[O:6]

参加物

6

反応物 4

HCID 713FormamideHCID 5234Sodium ChlorideHCID 11430Potassium Carbonate2 回HCID 69484Ethyl 4-chloroacetoacetate

生成物 1

HCID 88558Ethyl 4-methyloxazole-5-carboxylate収率 31%

試薬・触媒・溶媒 1

HCID 22174802HCID 22174802、化合物溶媒

実験手順

This compound was prepared according to the procedure described in French Pat. No. 1,543,853. A mixture of 50.0 g (0.337 moles) of ethyl chloroacetoacetate and 42.0 g (0.933 moles) of formamide was stirred at 120°-135° for 18 hr. Thereafter, the mixture was cooled using an ice bath to 10° C. 300 ml of 1 N K2CO3 was added dropwise with gas evolution noted. After complete addition of K2CO3 solution, the reaction mixture was stirred with 200 ml of benzene/ether (2:1) and saturated with NaCl. The insoluble material was filtered and the benzene/ether layer was separated and washed with water, dried (MgSO4) and concentrated under reduced pressure. The brown residue was distilled on a Kugelrohr to give 14.8 g of white solid, mp 31°-33° C.; yield 31%; nmr (CDCl3) 8.0 (s,1H,C2H), 44 (q, J=7 Hz, 2H,CH2), 2.5 (s,3H,CH3), 1.4 (t,3H,CH3).

後処理

  1. customThis compound was prepared
  2. temperatureThereafter, the mixture was cooled
  3. customto 10° C
  4. filtrationThe insoluble material was filtered
  5. customthe benzene/ether layer was separated
  6. washwashed with water
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated under reduced pressure
  9. distillationThe brown residue was distilled on a Kugelrohr

出典と根拠

ORDレコード
ord-fdf1f2e6750a4fad88dd2ab60f9d07d8
出典データセット
uspto-grants-1981_12
特許番号
US04303439

関連ノート

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