Methanol → 2-[3-(2,6-dimethylphenyl)propyl]-1H-isoindole-1,3(2H)-dione

HRID 4767

반응식

HRID 4767 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[CH:9]=[CH:10][CH2:11][N:12]1[C:20](=[O:21])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]1=[O:22].CO>C1COCC1.[Pd]>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[CH2:9][CH2:10][CH2:11][N:12]1[C:20](=[O:21])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]1=[O:22]

참가 물질

5

반응물 2

HCID 887MethanolHCID 544475222-[3-(2,6-dimethylphenyl)-2-propenyl]-1H-isoindole-1,3(2H)-dione

생성물 1

HCID 136567382-[3-(2,6-dimethylphenyl)propyl]-1H-isoindole-1,3(2H)-dione

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

실험 절차

The title compound of Example 32 (10 g, 34 mmole) dissolved in 120 ml of THF and 100 ml of MeOH was reduced in a standard Parr hydrogenation apparatus using 1 g of 5% Pd/C as catalyst. The reaction was run at room temperature under a pressure of 5 psi for 24 hours. The residue after removing all solvent under reduced pressure was chromotographed to yield the pale yellow crystalline product which was recrystallized from Skelly B. The melting point was 92°-93.5° C.

후처리

  1. customThe residue after removing all solvent under reduced pressure
  2. customto yield the pale yellow crystalline product which
  3. customwas recrystallized from Skelly B

출처 및 근거

ORD 기록
ord-3ee8fe3c20534d3ebb7f9a94b9cce103
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04727189

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