Ammonia → (+/-)-cis-6-(2-Aminoethyl)-1,3-dioxane-4acetic acid

HRID 893502노트

반응식

HRID 893502 반응식
[C:1]([CH2:3][C@H:4]1[O:9][CH2:8][O:7][C@@H:6]([CH2:10][C:11]([OH:13])=[O:12])[CH2:5]1)#[N:2].N.O.[H][H]>CO>[NH2:2][CH2:1][CH2:3][C@H:4]1[O:9][CH2:8][O:7][C@@H:6]([CH2:10][C:11]([OH:13])=[O:12])[CH2:5]1

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 962WaterHCID 15045148(+/-)-cis-6-(Cyanomethyl)-1,3-dioxane-4-acetic acidHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 15045150(+/-)-cis-6-(2-Aminoethyl)-1,3-dioxane-4acetic acid수율 60.6%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
45 °C

실험 절차

A solution of 1.04 g (4.88 mmol) of (±)-cis-6-(cyanomethyl)-1,3-dioxane-4-acetic acid in 100 mL of methanol saturated with anhydrous ammonia is added to PG,75 a Parr shaker bottle Containing 0.53 g of water wet Raney nickel #30. The solution is heated at 45° C. and 50 pounds per square inch gage (psig) hydrogen pressure for 17 hours. The suspension is cooled and filtered to remove the Raney nickel through filter aid and the precipitate washed with methanol. The filtrate is concentrated at reduced pressure. The residue is dissolved in methanol saturated with anhydrous ammonia, treated with decolorizing charcoal, filtered through filter aid and evaporated to give 0.56 g of (±)-cis-6-(2-aminoethyl)-1,3-dioxane-4-acetic acid.

후처리

  1. temperatureThe suspension is cooled
  2. filtrationfiltered
  3. customto remove the Raney nickel
  4. filtrationthrough filter aid
  5. washthe precipitate washed with methanol
  6. concentrationThe filtrate is concentrated at reduced pressure
  7. dissolutionThe residue is dissolved in methanol saturated with anhydrous ammonia
  8. additiontreated with decolorizing charcoal
  9. filtrationfiltered
  10. filtrationthrough filter aid
  11. customevaporated

출처 및 근거

ORD 기록
ord-af72071c8ad948479445e46986ab4795
출처 데이터셋
uspto-grants-1992_06
특허 번호
US05124482

반응 노트

불러오는 중…