Sodium Carbonate → 2-(2-chlorophenyl)-5,7-dihydroxy-8-((2R,3S)-2-(hydroxymethyl)-1-methylpyrrolidin-3-yl)chromen-4-one

HRID 553275노트

반응식

HRID 553275 반응식
Cl.N1C=CC=CC=1.[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[O:16][C:17]2[C:22]([C:23](=[O:25])[CH:24]=1)=[C:21]([O:26]C)[CH:20]=[C:19]([O:28]C)[C:18]=2[C@@H:30]1[CH2:34][CH2:33][N:32]([CH3:35])[C@H:31]1[CH2:36][OH:37].C(=O)([O-])[O-].[Na+].[Na+]>CO>[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[O:16][C:17]2[C:22]([C:23](=[O:25])[CH:24]=1)=[C:21]([OH:26])[CH:20]=[C:19]([OH:28])[C:18]=2[C@@H:30]1[CH2:34][CH2:33][N:32]([CH3:35])[C@H:31]1[CH2:36][OH:37]

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 10176127Pyridinium chlorideHCID 59318486(+)-trans-2-(2-Chloro-phenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one

생성물 1

HCID 236439762-(2-chlorophenyl)-5,7-dihydroxy-8-((2R,3S)-2-(hydroxymethyl)-1-methylpyrrolidin-3-yl)chromen-4-one

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
180 °C

실험 절차

Molten pyridine hydrochloride (4.1 g, 0.0354 mol) was added to (+)-trans-2-(2-chlorophenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one (0.4 g, 0.0009 mol) and heated at 180° C. for 1.5 h. The reaction mixture was cooled to 25° C., diluted with methanol (10 mL) and basified using sodium carbonate to pH 10. The mixture was filtered and the organic layer was concentrated. The residue was suspended in water (5 mL), stirred for 30 minutes, filtered and dried to obtain the title compound.

후처리

  1. temperatureThe reaction mixture was cooled to 25° C.
  2. filtrationThe mixture was filtered
  3. concentrationthe organic layer was concentrated
  4. filtrationfiltered
  5. customdried

출처 및 근거

ORD 기록
ord-d85775bfc1d04076b424639870af5a2e
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07951961B2

반응 노트

불러오는 중…