Acetone → N-[2-(2,3,7,8-Tetrahydrofuro[2,3-g]indol-1-yl)ethyl]acetamide

HRID 1781324ノート

反応式

HRID 1781324 の反応式
[O:1]1[C:10]2[C:5](=[C:6]([NH2:11])[CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3]C1.[I-].[K+].Cl[CH2:15][CH2:16][NH:17][C:18](=[O:20])[CH3:19].[CH3:21][C:22](C)=O>>[N:11]1([CH2:15][CH2:16][NH:17][C:18](=[O:20])[CH3:19])[C:6]2[C:7](=[CH:8][CH:9]=[C:10]3[O:1][CH2:3][CH2:4][C:5]3=2)[CH2:22][CH2:21]1

参加物

5

反応物 4

HCID 180AcetoneHCID 4875Potassium IodideHCID 81815N-(2-Chloroethyl)acetamideHCID 18739714Chroman-5-amine

生成物 1

HCID 5311134N-[2-(2,3,7,8-Tetrahydrofuro[2,3-g]indol-1-yl)ethyl]acetamide

実験手順

A mixture of Intermediate 4 (50 mg), potassium iodide (1 g) and N-(2-chloroethyl)acetamide (96 mg) in acetone (5 ml) was heated to reflux for 2 days. The cooled mixture was partitioned between water and ethyl acetate. The extracts were dried, and evaporated, and the residue chromatographed on silica gel. Elution with CH2Cl2 :EtOH:NH3 ; 400:8:1 gave a sample of desired material (69 mg).

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 2 days
  3. customThe cooled mixture was partitioned between water and ethyl acetate
  4. customThe extracts were dried
  5. customevaporated
  6. customthe residue chromatographed on silica gel
  7. washElution with CH2Cl2

出典と根拠

ORDレコード
ord-dd274f47e9044758accf665671201e6c
出典データセット
uspto-grants-1997_05
特許番号
US05633276

反応ノート

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