[4-(2-Furyl)phenyl]methanol → 4-(furan-2-yl)benzyl 4-methyl-2-oxo-2H-chromen-7-ylcarbamate

HRID 2061378노트

반응식

HRID 2061378 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([CH2:12][OH:13])=[CH:8][CH:7]=1.[N:14]([C:17]1[CH:26]=[C:25]2[C:20]([C:21]([CH3:28])=[CH:22][C:23](=[O:27])[O:24]2)=[CH:19][CH:18]=1)=[C:15]=[O:16]>C1COCC1>[CH3:28][C:21]1[C:20]2[C:25](=[CH:26][C:17]([NH:14][C:15](=[O:16])[O:13][CH2:12][C:9]3[CH:10]=[CH:11][C:6]([C:2]4[O:1][CH:5]=[CH:4][CH:3]=4)=[CH:7][CH:8]=3)=[CH:18][CH:19]=2)[O:24][C:23](=[O:27])[CH:22]=1

참가 물질

4

반응물 2

HCID 7537506[4-(2-Furyl)phenyl]methanolHCID 583781007-isocyanato-4-methyl-2H-chromen-2-one

생성물 1

HCID 596031594-(furan-2-yl)benzyl 4-methyl-2-oxo-2H-chromen-7-ylcarbamate수율 9.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

(4-(Furan-2-yl)phenyl)methanol (100 mg, 0.57 mmol) and 76 (139 mg, 0.69 mmol) were dissolved in THF (10 mL). The resulting mixture was stirred at room temperature for 15 min and then at 80° C. for 1 h. THF was evaporated off in vacuo. The residue was adsorbed on silica and purified by flash chromatography, eluting with CH2Cl2/EtOAc (1:1) to give the target compound (20 mg, 9%) as a white solid. m/z=376.11 (M+H), 751.22 (2M+H).

후처리

  1. waitat 80° C. for 1 h
  2. customTHF was evaporated off in vacuo
  3. custompurified by flash chromatography
  4. washeluting with CH2Cl2/EtOAc (1:1)

출처 및 근거

ORD 기록
ord-73ebde5eabfd4b04ab0a7288ffa45a99
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08283340B2

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