Chloroform → HCID 12398838、化合物

HRID 329329

反応式

HRID 329329 の反応式
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([CH:13]([CH3:17])[C:14]([OH:16])=[O:15])=[CH:12][C:7]=2[CH:6]=[CH:5][C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2.C(Cl)(Cl)Cl.S(Cl)(Cl)=O.CN(C)C=O>CCCCCC.CCOCC>[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([CH:13]([CH3:17])[C:14]([O:16][CH2:8][CH2:2][CH:3]([CH3:21])[CH3:4])=[O:15])=[CH:12][C:7]=2[CH:6]=[CH:5][C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2

参加物

6

反応物 4

HCID 6212ChloroformHCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 1739105H-Dibenzo(a,d)cycloheptene-2-acetic acid, alpha-methyl-5-oxo-

生成物 1

HCID 12398838HCID 12398838、化合物

試薬・触媒・溶媒 1

HCID 21584099Diethylether hexane溶媒

実験手順

1.0 G. of (5-oxo-5H-dibenzo[a,d]cyclohepten-2yl)-propionic acid is dissolved in 25 ml. of chloroform, and 1 ml. of thionyl chloride and 0.1 ml. of dimethylformamide are added thereto. The mixture is left for 3 hrs., then evaporated to dryness. The residue is dissolved in 20 ml. of benzene and evaporated to dryness. 0.5 G of the residue is dissolved in 5 ml. of acetonitrile containing 1.0 ml. of isopentylalcohol and 1.0 ml. of triethylamine. The mixture is left at room temperature for 16 hrs., then poured into water. The solution is extracted with ether and the extract washed with water, dilute hydrochloric acid, aqueous sodium carbonate, dried and evaporated to yield the crude product which is dissolved in hexane:ether (1:1), the solution passes through silica gel, and the eluant evaporated to afford isopentyl (5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propionate [an oil; n.m.r. spectrum in deuterochloroform relative to tetramethylsilane: 0.87 (doublet CH[CH3 ]2 ; 1.57 (doublet, CHCH3) and 7.23 ppm (singlet 10H,11H); mass spectrum: 348(M+), 278, 234, 233, 205].

後処理

  1. custom, then evaporated to dryness
  2. dissolutionThe residue is dissolved in 20 ml
  3. customof benzene and evaporated to dryness
  4. dissolution0.5 G of the residue is dissolved in 5 ml
  5. waitThe mixture is left at room temperature for 16 hrs
  6. addition, then poured into water
  7. extractionThe solution is extracted with ether
  8. washthe extract washed with water, dilute hydrochloric acid, aqueous sodium carbonate
  9. customdried
  10. customevaporated
  11. customto yield the crude product which
  12. customthe eluant evaporated

出典と根拠

ORDレコード
ord-a5c532e47f134f4da172c6be943a783d
出典データセット
uspto-grants-1977_04
特許番号
US04020094

関連ノート

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