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

HRID 1781324노트

반응식

HRID 1781324 반응식
[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

참가 물질

5

반응물 4

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

생성물 1

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

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-dd274f47e9044758accf665671201e6c
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05633276

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