Potassium Carbonate → Ethyl 2-{4-[N-methyl-N-(5-chloro-2-benzoxazolyl)amino]phenoxy}propionate

HRID 1446875노트

반응식

HRID 1446875 반응식
[CH3:1][N:2]([C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1)[C:3]1[O:4][C:5]2[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:6]=2[N:7]=1.Br[CH:21]([CH3:27])[C:22]([O:24][CH2:25][CH3:26])=[O:23].C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[CH3:1][N:2]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH:21]([CH3:27])[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:15][CH:14]=1)[C:3]1[O:4][C:5]2[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:6]=2[N:7]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 133148194-[N-Methyl-N-(5-chloro-2-benzoxazolyl)amino]phenol

생성물 1

HCID 13314823Ethyl 2-{4-[N-methyl-N-(5-chloro-2-benzoxazolyl)amino]phenoxy}propionate

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

4-[N-Methyl-N-(5-chloro-2-benzoxazolyl)amino]phenol (0.00255 mol, 0.7 g, prepared as above), ethyl 2-bromopropionate (0.00255 mol, 0.46 g) and potassium carbonate (0.00255 mol, 0.35 g) were mixed in methyl ethyl ketone (5 ml) and heated under reflux for 6 hours. The solvent was then evaporated, the residue taken into water (25 ml) and twice extracted with diethyl ether (25 ml). An oily residue was obtained which was purified by preparative thin layer chromatography on silica gel, eluent toluene/diethyl ether. Yield 0.75 g, mp 68.0°-68.6° C.; ir, and pmr spectra and analysis consistent with assigned structure.

후처리

  1. temperatureheated
  2. temperatureunder reflux for 6 hours
  3. customThe solvent was then evaporated
  4. extractiontwice extracted with diethyl ether (25 ml)
  5. customAn oily residue was obtained which
  6. customwas purified by preparative thin layer chromatography on silica gel, eluent toluene/diethyl ether

출처 및 근거

ORD 기록
ord-ccd6d813fe9945f8847a0f6dcac28dc2
출처 데이터셋
uspto-grants-1982_02
특허 번호
US04314065

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