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

HRID 1446875ノート

反応式

HRID 1446875 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ccd6d813fe9945f8847a0f6dcac28dc2
出典データセット
uspto-grants-1982_02
特許番号
US04314065

反応ノート

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