Dimethylformamide → (RS)-2-(2-buten-1-yl)-6-ethoxy-1-indanone

HRID 264412ノート

反応式

HRID 264412 の反応式
[CH2:1]([CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][C:9]([OH:14])=[CH:10][CH:11]=2)[C:6]1=[O:15])[CH:2]=[CH:3][CH3:4].[CH2:16](Br)[CH3:17].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>CC(C)=O.O>[CH2:1]([CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][C:9]([O:14][CH2:16][CH3:17])=[CH:10][CH:11]=2)[C:6]1=[O:15])[CH:2]=[CH:3][CH3:4]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 6332Ethyl BromideHCID 11430Potassium CarbonateHCID 54363126(RS)-2-(2-buten-1-yl)-6-hydroxy-1-indanone

生成物 1

HCID 53729864(RS)-2-(2-buten-1-yl)-6-ethoxy-1-indanone収率 98%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

A solution of 5.0 g of (RS)-2-(2-buten-1-yl)-6-hydroxy-1-indanone, 4.1 ml of ethyl bromide, 6.83 g of potassium carbonate and 10 ml of N,N-dimethyl-formamide in 70 ml of acetone was heated to 35° for 35 hours. After cooling, the solution was poured into 100 ml of water and extracted twice with 100 ml of ethyl acetate each time. The combined organic phases were washed once with 70 ml of water and once with 70 ml of saturated sodium chloride solution, dried over magnesium sulfate and the solution was concentrated in a vacuum. 5.6 g (98%) of (RS)-2-(2-buten-1-yl)-6-ethoxy-1-indanone were obtained as a red-brown oil which was used directly in the next reaction.

後処理

  1. temperatureAfter cooling
  2. extractionextracted twice with 100 ml of ethyl acetate each time
  3. washThe combined organic phases were washed once with 70 ml of water and once with 70 ml of saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. concentrationthe solution was concentrated in a vacuum

出典と根拠

ORDレコード
ord-b879e159d2af41e68e730dc1dc95d348
出典データセット
uspto-grants-1997_07
特許番号
US05646173

反応ノート

読み込み中…