Dichloromethane → 4,4-Dimethyl-7-(3-methyl-2-octyl)-9-[4(pyrrolidino)butyryloxy]-1,2,3,4-tetrahydrocyclopenta[c][1]benzopyran hydrochloride

HRID 267338ノート

反応式

HRID 267338 の反応式
[CH3:1][C:2]1([CH3:25])[C:7]2[CH2:8][CH2:9][CH2:10][C:6]=2[C:5]2[C:11]([OH:24])=[CH:12][C:13]([CH:15]([CH:17]([CH3:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH3:16])=[CH:14][C:4]=2[O:3]1.Cl.[N:27]1([CH2:32][CH2:33][CH2:34][C:35](O)=[O:36])[CH2:31][CH2:30][CH2:29][CH2:28]1.C1(N=C=NC2CCCCC2)CCCCC1.C(Cl)[Cl:54]>CO.C(Cl)(Cl)Cl>[ClH:54].[CH3:25][C:2]1([CH3:1])[C:7]2[CH2:8][CH2:9][CH2:10][C:6]=2[C:5]2[C:11]([O:24][C:35](=[O:36])[CH2:34][CH2:33][CH2:32][N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)=[CH:12][C:13]([CH:15]([CH:17]([CH3:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH3:16])=[CH:14][C:4]=2[O:3]1

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 10868DicyclohexylcarbodiimideHCID 215348Cyclopenta(c)(1)benzopyran-9-ol, 1,2,3,4-tetrahydro-4,4-dimethyl-7-(1,2-dimethylheptyl)-HCID 148556824-(Pyrrolidin-1-yl)butanoic acid hydrochloride

生成物 1

HCID 214339204,4-Dimethyl-7-(3-methyl-2-octyl)-9-[4(pyrrolidino)butyryloxy]-1,2,3,4-tetrahydrocyclopenta[c][1]benzopyran hydrochloride

試薬・触媒・溶媒 1

HCID 21584188Chloroform methanol溶媒

実験手順

3.21 g. (9.37 mmole) of 4,4-Dimethyl-9-hydroxy-7-(3-methyl-2-octyl)-1,2,3,4-tetrahydrocyclopenta[c][1]benzopyran was combined with 1.82 g. (9.37 mmole) of γ-pyrrolidinobutyric acid hydrochloride and 2.06 g. (10.0 mmole) of dicyclohexylcarbodiimide in 150 ml. of methylene chloride and stirred at room temperature for 21/2 hours. The insoluble by-product of dicyclohexylurea was removed by filtration and the filtrate was evaporated to give a residue which crystallized upon standing. The material was triturated with ether and filtered. Recrystallization from benzene/ether gave 3.5 g. (72%) of product of colorless crystals, m.p. 138°-141°C. The material was pure by thin layer chromatography (10% MeOH/CHCl3); the infrared and nuclear magnetic resonance spectra were consistent with the proposed structure.

後処理

  1. customThe insoluble by-product of dicyclohexylurea was removed by filtration
  2. customthe filtrate was evaporated
  3. customto give a residue which
  4. customcrystallized
  5. customThe material was triturated with ether
  6. filtrationfiltered
  7. customRecrystallization from benzene/ether
  8. customgave 3.5 g

出典と根拠

ORDレコード
ord-ed4afe7e17134be499b151742aec3b5f
出典データセット
uspto-grants-1976_03
特許番号
US03941782

反応ノート

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