Potassium Carbonate → HCID 19046267、化合物

HRID 1781320ノート

反応式

HRID 1781320 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 19046267HCID 19046267、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-327e2608ec0144c2b599ca59201375d2
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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