Tetrahydrofuran → Methyl 2-(3-methoxy-phenyl)-7-benzofuranacetate

HRID 1646966ノート

反応式

HRID 1646966 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[O:10][C:11]3[C:17](C=O)=[CH:16][CH:15]=[CH:14][C:12]=3[CH:13]=2)[CH:6]=[CH:7][CH:8]=1.CSS(C)(C)=O.[O:26]1[CH2:30]C[CH2:28][CH2:27]1.C(=O)(O)[O-:32].[Na+]>Cl.CO.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2([CH2:28][C:27]([O:26][CH3:30])=[O:32])[CH2:13][CH:12]=[C:14]3[CH:15]=[CH:16][CH:17]=[C:11]3[O:10]2)[CH:6]=[CH:7][CH:8]=1

参加物

8

反応物 4

HCID 8028TetrahydrofuranHCID 516892Sodium BicarbonateHCID 149956822-(3-Methoxy-phenyl)-7-benzofurancarbaldehyeHCID 178505373HCID 178505373、化合物

生成物 1

HCID 67875966Methyl 2-(3-methoxy-phenyl)-7-benzofuranacetate

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

A mixture of 7.4 g of the product of Step A, 4.4 g of methyl methylsulfinyl methyl sulfide, 75 ml of tetrahydrofuran and 7 ml of Triton B was refluxed for one hour and then was poured into water and extracted with dichloromethane. The extracts were dried and concentrated to obtain 10 ml of produce which was dissolved in a 2N hydrochloric acid solution in methanol. The solution was stirred for 24 hours, treated with sodium bicarbonate, and stirred for one hour. After separating, extraction was carried out with ether and the extracts were washed and concentrated to obtain 9 g of product which was chromatographed on silica to obtain (eluant: hexane-ethyl acetate (9-1)) 4.3 g of the desired product which was used as is.

後処理

  1. temperaturewas refluxed for one hour
  2. extractionextracted with dichloromethane
  3. customThe extracts were dried
  4. concentrationconcentrated
  5. customto obtain 10 ml
  6. customof produce which
  7. stirringstirred for one hour
  8. customAfter separating
  9. extractionextraction
  10. washthe extracts were washed
  11. concentrationconcentrated

出典と根拠

ORDレコード
ord-576f0007ad29438ab02c83b87e8a3219
出典データセット
uspto-grants-1993_01
特許番号
US05182295

反応ノート

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