Acetic Acid → HCID 10657149、化合物

HRID 322959ノート

反応式

HRID 322959 の反応式
[OH:1][C:2]1[CH:9]=[C:8]([O:10][CH2:11][C:12]2[CH:16]=[CH:15][S:14][CH:13]=2)[CH:7]=[CH:6][C:3]=1[CH:4]=O.[N+:17](CC)([O-])=O.C([O-])(=O)C.[Na+].C(O)(=O)C>O>[OH:1][C:2]1[CH:9]=[C:8]([O:10][CH2:11][C:12]2[CH:16]=[CH:15][S:14][CH:13]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:17]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 6587NitroethaneHCID 517045Sodium AcetateHCID 10537643HCID 10537643、化合物

生成物 1

HCID 10657149HCID 10657149、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 2-hydroxy-4-(3-thienylmethoxy)benzaldehyde (7.7 g), nitroethane (4.74 mL), sodium acetate (5.4 g) and glacial acetic acid (6.6 mL) is heated at reflux for 14 hours. The mixture is then cooled, diluted with water (50 mL) and extracted with ethyl acetate (3×50 mL). The combined organic extracts are washed with saturated aqueous sodium bicarbonate solution (3×50 mL), dried over magnesium sulphate, and concentrated in vacuo. The resulting residue is subjected to flash chromatography on silica gel, eluting with a mixture of ethyl acetate and pentane (3:7 v/v), to give 2-hydroxy-4-(3-thienylmethoxy)benzonitrile (7.6 g), in the form of a pale yellow solid.

後処理

  1. temperatureis heated
  2. temperatureat reflux for 14 hours
  3. temperatureThe mixture is then cooled
  4. extractionextracted with ethyl acetate (3×50 mL)
  5. washThe combined organic extracts are washed with saturated aqueous sodium bicarbonate solution (3×50 mL)
  6. dry with materialdried over magnesium sulphate
  7. concentrationconcentrated in vacuo
  8. washeluting with a mixture of ethyl acetate and pentane (3:7 v/v)

出典と根拠

ORDレコード
ord-d5e79df5a6704ccfa8e8c1028b3e4732
出典データセット
uspto-grants-2001_04
特許番号
US06211234B1

反応ノート

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