Sulfuric acid magnesium salt (1:1) → F-15063

HRID 1767769ノート

反応式

HRID 1767769 の反応式
S([O-])([O-])(=O)=O.[Mg+2].[C:7]1([C:12]2[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=2)[CH:15]=O)[CH2:11][CH2:10][CH2:9][CH:8]=1.[CH3:20][C:21]1([CH3:34])[CH2:25][C:24]2[CH:26]=[CH:27][CH:28]=[C:29]([O:30][CH2:31][CH2:32][NH2:33])[C:23]=2[O:22]1.[BH4-].[K+]>ClCCCl>[CH3:20][C:21]1([CH3:34])[CH2:25][C:24]2[CH:26]=[CH:27][CH:28]=[C:29]([O:30][CH2:31][CH2:32][NH:33][CH2:15][C:14]3[CH:17]=[CH:18][CH:19]=[C:12]([C:7]4[CH2:11][CH2:10][CH2:9][CH:8]=4)[CH:13]=3)[C:23]=2[O:22]1

参加物

6

反応物 4

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 4192641Potassium borohydrideHCID 12094928HCID 12094928、化合物HCID 16109477HCID 16109477、化合物

生成物 1

HCID 10248159F-15063収率 51.5%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

反応条件

温度
60 °C

実験手順

1.5 g of magnesium sulfate are added to a solution of 3-cyclopenten-1-ylbenzaldehyde (2a) (0.56 g, 3.26 mmol) and of [2-(2,2-dimethyl-2,3-dihydrobenzofuran-7-yl-oxy)]ethylamine (3a) (0.68 g, 3.26 mmol) in 15 ml of 1,2-dichloroethane and the mixture is heated at 60° C. for 17 hours. The mixture is cooled to room temperature, the solid is filtered and the solvent is evaporated under reduced pressure. The residue is diluted with 15 ml of methanol and then cooled to 0° C. 0.35 g of potassium borohydride (6.52 mmol) is then introduced and the reaction mixture is stirred for 3 hours at 0° C. The mixture is then poured into ice-cold water, extracted with ethyl acetate and washed with a saturated aqueous sodium chloride solution. The combined organic phases are dried over magnesium sulfate, filtered and the solvent is evaporated under reduced pressure. The residue is purified by chromatography on silica gel (methylene chloride/methanol/aqueous ammonia: 98/1.5/0.5). The title product (0.61 g) is isolated in the form of a colorless oil.

後処理

  1. temperatureThe mixture is cooled to room temperature
  2. filtrationthe solid is filtered
  3. customthe solvent is evaporated under reduced pressure
  4. additionThe residue is diluted with 15 ml of methanol
  5. temperaturecooled to 0° C
  6. additionThe mixture is then poured into ice-cold water
  7. extractionextracted with ethyl acetate
  8. washwashed with a saturated aqueous sodium chloride solution
  9. dry with materialThe combined organic phases are dried over magnesium sulfate
  10. filtrationfiltered
  11. customthe solvent is evaporated under reduced pressure
  12. customThe residue is purified by chromatography on silica gel (methylene chloride/methanol/aqueous ammonia: 98/1.5/0.5)

出典と根拠

ORDレコード
ord-c77bd315fccf4fa49f9c43ea7686dd84
出典データセット
uspto-grants-2007_06
特許番号
US07235568B2

反応ノート

読み込み中…