Hydrochloric Acid → HCID 54915161、化合物

HRID 493385ノート

反応式

HRID 493385 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:5]=1)([O-:3])=[O:2].[Cl-].[Al+3].[Cl-].[Cl-].[C:21](Cl)(=[O:23])[CH3:22].Cl>C(=S)=S.C(OCC)(=O)C>[N+:1]([C:4]1[CH:5]=[C:6]([CH:7]=[CH:8][CH:9]=1)[O:10][C:11]1[CH:12]=[CH:13][C:14]([C:21](=[O:23])[CH3:22])=[CH:15][CH:16]=1)([O-:3])=[O:2]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 69284Benzene, 1-nitro-3-phenoxy-HCID 6451240Aluminum(III) Chloride

生成物 1

HCID 54915161HCID 54915161、化合物

試薬・触媒・溶媒 2

HCID 6348Carbon Disulfide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

The compound 1-nitro-3-phenoxybenzene (10.17 g, 0.0473 mol) is put into solution in carbon disulphide (70 ml). Aluminium chloride (10.06 g, 0.076 mol) is added by portions at ambient temperature. The reaction medium is cooled down to 0° C. then acetyl chloride (2.4 ml, 0.038 mol) is added dropwise. The reaction medium is left to return to 23° C. then stirring is maintained for 5 hours, followed by cooling down again to 0° C., then the careful addition of ethyl acetate, crushed ice and 3 N hydrochloric acid. After decantation, the medium is extracted with ethyl acetate. The organic phase is washed with water, with a saturated solution of sodium carbonate then with a saturated solution of sodium chloride. It is then dried over sodium sulphate then evaporated. The residue obtained is adsorbed on silica then purified by chromatography on a Biotage-type silica column (eluent: ethyl acetate-heptane: 1-4). After washing with diethyl ether, a yellow-coloured powder is obtained.

後処理

  1. waitThe reaction medium is left
  2. customto return to 23° C.
  3. temperatureis maintained for 5 hours
  4. temperatureby cooling down again to 0° C.
  5. extractionAfter decantation, the medium is extracted with ethyl acetate
  6. washThe organic phase is washed with water, with a saturated solution of sodium carbonate
  7. dry with materialIt is then dried over sodium sulphate
  8. customthen evaporated
  9. customThe residue obtained
  10. customthen purified by chromatography on a Biotage-type silica column (eluent: ethyl acetate-heptane: 1-4)
  11. washAfter washing with diethyl ether
  12. customa yellow-coloured powder is obtained

出典と根拠

ORDレコード
ord-e9b516c47f624b19b87cd08de2812c07
出典データセット
uspto-grants-2009_05
特許番号
US07534805B2

反応ノート

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