Potassium Carbonate → HCID 19046267, 화합물

HRID 1781320노트

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HRID 1781320 반응식
[CH2:1]([O:3][CH:4]([O:7][CH2:8][CH3:9])[CH2:5]Br)[CH3:2].[O:10]1[C:19]2[C:14](=[C:15]([NH2:20])[CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12][CH2:11]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[O:10]1[C:19]2[C:14](=[C:15]([NH:20][CH2:5][CH:4]([O:7][CH2:8][CH3:9])[O:3][CH2:1][CH3:2])[CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12][CH2:11]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 18739714Chroman-5-amine

생성물 1

HCID 19046267HCID 19046267, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

Bromoacetaldehyde diethyl acetal (11.8 ml) was added to a mixture of chroman-5-yl-amine (5.85 g) (prepared according to J. Heterocyclic Chem., (1973), Vol 10 (4) page 623), and potassium carbonate (10.84 g) in dry DMF (70 ml) at room temperature under N2. The mixture was heated at 100° C. for 60 h. The cooled mixture was partitioned between water (800 ml) and ether (3×200 ml). The combined organic extracts were washed with brine/water 1:1 (2×200 ml) and dried. The solvent was evaporated and the residue purified by flash column chromatography on silica. Elution with cyclohexane/ethyl acetate 6:1 gave the title compound as a pale yellow oil (8.0 g).

후처리

  1. customThe cooled mixture was partitioned between water (800 ml) and ether (3×200 ml)
  2. washThe combined organic extracts were washed with brine/water 1:1 (2×200 ml)
  3. customdried
  4. customThe solvent was evaporated
  5. customthe residue purified by flash column chromatography on silica
  6. washElution with cyclohexane/ethyl acetate 6:1

출처 및 근거

ORD 기록
ord-327e2608ec0144c2b599ca59201375d2
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05633276

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