Tetrahydrofuran → [4-amino-3-[[(tetrahydro-2H-pyran-2-yl)oxy]methyl]phenyl] phenylmethanone

HRID 2247903노트

반응식

HRID 2247903 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:11])=[CH:6][C:5]=1[CH2:18][O:19][CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][O:21]1)([O-])=O.S1C=CC=C1.O1CCCC1>CO.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:11])=[CH:6][C:5]=1[CH2:18][O:19][CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][O:21]1

참가 물질

6

반응물 3

HCID 8028TetrahydrofuranHCID 8030ThiopheneHCID 15177085[4-nitro-3-[[(tetrahydro-2H-pyran-2-yl)oxy]methyl]phenyl] phenylmethanone

생성물 1

HCID 19816012[4-amino-3-[[(tetrahydro-2H-pyran-2-yl)oxy]methyl]phenyl] phenylmethanone수율 82%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매2회

실험 절차

A mixture of 20 parts of intermediate 56, namely [4-nitro-3-[[(tetrahydro-2H-pyran-2-yl)oxy]methyl]phenyl] phenylmethanone, 2 parts of a solution of thiophene in methanol 4% and 395 parts of methanol was hydrogenated overnight at normal pressure and room temperature with 2 parts of palladium-on-charcoal catalyst 10%. Tetrahydrofuran was added to dissolve the precipitated reaction product. The catalyst was filtered off and the filtrate was evaporated. The residue was recrystallized from methanol. The product was filtered off, washed with methanol and 2,2'-oxybispropane and dried in vacuo at 60° C., yielding 14.93 parts (82.0%) of [4-amino-3-[[(tetrahydro-2H-pyran-2-yl)oxy]methy]phenyl] phenylmethanone; mp. 164.0° C. (interm. 57).

후처리

  1. dissolutionto dissolve
  2. customthe precipitated reaction product
  3. filtrationThe catalyst was filtered off
  4. customthe filtrate was evaporated
  5. customThe residue was recrystallized from methanol
  6. filtrationThe product was filtered off
  7. washwashed with methanol and 2,2'-oxybispropane
  8. customdried in vacuo at 60° C.

출처 및 근거

ORD 기록
ord-0360272be21c4f05b454f0f6fdc63bc7
출처 데이터셋
uspto-grants-1991_08
특허 번호
US05037829

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