Acetic Acid → HCID 10657149, 화합물

HRID 322959노트

반응식

HRID 322959 반응식
[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]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 6587NitroethaneHCID 517045Sodium AcetateHCID 10537643HCID 10537643, 화합물

생성물 1

HCID 10657149HCID 10657149, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-d5e79df5a6704ccfa8e8c1028b3e4732
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211234B1

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