Ammonia → HCID 16100402, 화합물

HRID 1361435노트

반응식

HRID 1361435 반응식
[C:1]([CH2:3][C:4]1[CH:12]=[CH:11][C:7]2[O:8][CH2:9][O:10][C:6]=2[C:5]=1[CH2:13][C:14]#[N:15])#N.N>[Ni].C(O)C>[O:10]1[C:6]2[C:5]3[CH2:13][CH2:14][NH:15][CH2:1][CH2:3][C:4]=3[CH:12]=[CH:11][C:7]=2[O:8][CH2:9]1

참가 물질

5

반응물 2

HCID 222AmmoniaHCID 161004012,2'-(2H-1,3-Benzodioxole-4,5-diyl)diacetonitrile

생성물 1

HCID 16100402HCID 16100402, 화합물

시약·촉매·용매 2

HCID 935Nickel촉매HCID 702Ethanol용매

실험 절차

(5-Cyanomethyl-1,3-benzodioxol-4-yl)acetonitrile (6.00 g, 30.0 mmoles) from Example 58C was reductively cyclized with Raney Nickel (1.21 g) under a hydrogen atmosphere and high pressure (1100 p.s.i.) in a 10% ammonia in ethanol solution (121 mL) at 100° C. for one hour. The mixture was cooled, and the catalyst filtered off and washed with hot ethanol. The mixture was concentrated under reduced pressure, and the residue purified by normal phase HPLC on a Biotage pre-packed silica gel column eluting with 7:3 methylene chloride:methanol to afford the title compound. MS(DCI) m/z 192 (M+H)+.

후처리

  1. temperatureThe mixture was cooled
  2. filtrationthe catalyst filtered off
  3. washwashed with hot ethanol
  4. concentrationThe mixture was concentrated under reduced pressure
  5. customthe residue purified by normal phase HPLC on a Biotage pre-packed silica gel column
  6. washeluting with 7:3 methylene chloride

출처 및 근거

ORD 기록
ord-79e7f843dcff4a3099fd86bf14da12c5
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07880001B2

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