Potassium Carbonate → HCID 58951921、化合物

HRID 1694793

反応式

HRID 1694793 の反応式
[OH:1][C:2]1[C:9]([CH:10]=O)=[CH:8][C:7]([CH3:12])=[CH:6][C:3]=1[CH:4]=[O:5].C(=O)([O-])[O-].[K+].[K+].Br[CH:20](C(OCC)=O)[C:21]([O:23][CH2:24][CH3:25])=[O:22]>CN(C=O)C>[CH2:24]([O:23][C:21]([C:20]1[O:1][C:2]2[C:3]([CH:4]=[O:5])=[CH:6][C:7]([CH3:12])=[CH:8][C:9]=2[CH:10]=1)=[O:22])[CH3:25]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 69637Diethyl bromomalonateHCID 817442,6-Diformyl-4-methylphenol

生成物 1

HCID 58951921HCID 58951921、化合物収率 94.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

A solution of 2-hydroxy-5-methylisophtalaldehyde (1 g) in DMF (10 ml) was treated under an Argon atmorphere with potassium carbonate (1.01 g) and diethyl bromomalonate (1.60 g). The reaction mixture was heated to 100° C. for 20 hrs, then cooled to r.t., quenched with water and extracted with EtOAc. The organics were dried over MgSO4, filtrated and concentrated to obtain 7-formyl-5-methyl-benzofuran-2-carboxylic acid ethyl ester (1.34 g) as off-white solid. MS (ISP): 233.1 ((M+H)+.). The crude product was used in the next reaction step without further purification.

後処理

  1. temperaturecooled to r.t.
  2. customquenched with water
  3. extractionextracted with EtOAc
  4. dry with materialThe organics were dried over MgSO4
  5. filtrationfiltrated
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-58a6c1d77a5a4d58bdb1ebdd7c541ccf
出典データセット
uspto-grants-2012_04
特許番号
US08158668B2

関連ノート

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