Triethylamine → (R)-1-[2-(2, 3-methylenedioxyphenyl) heptyl]-3-(2, 3-dihydro-2, 2-dimethylbenzofuran-7-yl) urea

HRID 1756780ノート

反応式

HRID 1756780 の反応式
[CH3:1][C:2]1([CH3:14])[CH2:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10](C(O)=O)[C:4]=2[O:3]1.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:22])C=CC=CC=1.C([N:34]([CH2:37]C)CC)C.[CH2:39]1[O:47][C:46]2[C:41](=[C:42]([C@@H:48]([CH2:51][CH2:52][CH2:53][CH2:54][CH3:55])[CH2:49][NH2:50])[CH:43]=[CH:44][CH:45]=2)[O:40]1>C1(C)C=CC=CC=1.CCCCCC>[CH2:39]1[O:47][C:46]2[C:41](=[C:42]([C@@H:48]([CH2:51][CH2:52][CH2:53][CH2:54][CH3:55])[CH2:49][NH:50][C:37]([NH:34][C:10]3[C:4]4[O:3][C:2]([CH3:1])([CH3:14])[CH2:6][C:5]=4[CH:7]=[CH:8][CH:9]=3)=[O:22])[CH:43]=[CH:44][CH:45]=2)[O:40]1

参加物

7

反応物 4

HCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 27954692,2-Dimethyl-2,3-dihydro-1-benzofuran-7-carboxylic acidHCID 10331642(R)-2-(2, 3-methylenedioxyphenyl) heptylamine

生成物 1

HCID 53966248(R)-1-[2-(2, 3-methylenedioxyphenyl) heptyl]-3-(2, 3-dihydro-2, 2-dimethylbenzofuran-7-yl) urea収率 51.3%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒2 回HCID 8058Hexane溶媒

反応条件

温度
90 °C

実験手順

A mixture of 0.90 g of 2, 3-dihydro-2, 2-dimethylbenzofuran-7-carboxylic acid, 1.38 g of diphenylphosphoryl azide, 0.61 g of triethylamine and 12 ml of toluene was stirred at 90° C. for 2 hours and allowed to cool with ice. To this mixture was added a solution of 1.18 g of (R)-2-(2, 3-methylenedioxyphenyl) heptylamine in 10 ml of toluene under ice cooling and stirring, and the resultant mixture was stirred at room temperature for 2 hours and mixed with 30 ml of n-hexane. The precipitated crystals were filtered and recrystallized from ethyl acetate to give 1.02 g of the titled compound.

後処理

  1. temperatureto cool with ice
  2. stirringstirring
  3. filtrationThe precipitated crystals were filtered
  4. customrecrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-5b424b4ba655484d9da92d7986673b0f
出典データセット
uspto-grants-1995_08
特許番号
US05442060

反応ノート

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