Water → HCID 20537467、化合物

HRID 1155690ノート

反応式

HRID 1155690 の反応式
C(=O)([O-])[O-].[Na+].[Na+].[CH2:7](Br)[CH:8]=[CH2:9].Cl.[NH:12]1[C:20]2[C:15](=[C:16]([C:21]3([OH:27])[CH2:26][CH2:25][CH2:24][NH:23][CH2:22]3)[CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13]1.O>CN(C)C=O.C(OCC)(=O)C>[CH2:7]([N:23]1[CH2:24][CH2:25][CH2:26][C:21]([C:16]2[CH:17]=[CH:18][CH:19]=[C:20]3[C:15]=2[CH:14]=[CH:13][NH:12]3)([OH:27])[CH2:22]1)[CH:8]=[CH2:9]

参加物

7

反応物 4

HCID 962WaterHCID 7841Allyl bromideHCID 10340Sodium CarbonateHCID 12900686HCID 12900686、化合物

生成物 1

HCID 20537467HCID 20537467、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

22.9 g of sodium carbonate and 7.6 ml of allyl bromide were added to a mixture of 18 g of 3-(1H-indol-4-yl)-3-piperidinol hydrochloride in 350 ml of dimethylformamide and the mixture was stirred under an inert atmosphere at room temperature for 2 hours. Then, one liter of water and 500 ml of ethyl acetate were added thereto and the decanted organic phase was washed with water, dried and evaporated to dryness under reduced pressure. The 17 g of residue were chromatographed over silica gel and eluted with a 6-3-1 cyclohexanechloroform-triethylamine mixture to obtain 14 g of 1-(2-propenyl)-3-(1H-indol-4-yl)-3-piperidinol with an Rf=0.15.

後処理

  1. washthe decanted organic phase was washed with water
  2. customdried
  3. customevaporated to dryness under reduced pressure
  4. customThe 17 g of residue were chromatographed over silica gel
  5. washeluted with a 6-3-1 cyclohexanechloroform-triethylamine mixture

出典と根拠

ORDレコード
ord-6651c45bc9224a1e81991c7b1f4e7489
出典データセット
uspto-grants-1982_06
特許番号
US04332808

反応ノート

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