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

HRID 1767769노트

반응식

HRID 1767769 반응식
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

참가 물질

6

반응물 4

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 4192641Potassium borohydrideHCID 12094928HCID 12094928, 화합물HCID 16109477HCID 16109477, 화합물

생성물 1

HCID 10248159F-15063수율 51.5%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-c77bd315fccf4fa49f9c43ea7686dd84
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07235568B2

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