Potassium Iodide → Methyl 2-[4-[2-(4,5-diphenyl-2-oxazolyl)ethyl]phenoxy]acetate

HRID 257621

반응식

HRID 257621 반응식
[C:1]1([C:7]2[N:8]=[C:9]([CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=3)[O:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:28][C:29]([O:31][CH3:32])=[O:30].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(#N)C>[C:1]1([C:7]2[N:8]=[C:9]([CH2:18][CH2:19][C:20]3[CH:21]=[CH:22][C:23]([O:26][CH2:28][C:29]([O:31][CH3:32])=[O:30])=[CH:24][CH:25]=3)[O:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 197836234-[2-(4,5-Diphenyl-2-oxazolyl)ethyl]phenol

생성물 1

HCID 19783610Methyl 2-[4-[2-(4,5-diphenyl-2-oxazolyl)ethyl]phenoxy]acetate수율 103.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 4-[2-(4,5-diphenyl-2-oxazolyl)ethyl]phenol (6.00 g, 17 mmol), methyl bromoacetate (2.96 g, 1.83 mL, 19 mmol), potassium carbonate (2.91 g, 21 mmol), potassium iodide (catalyic amount) and acetonitrile (80 mL) was stirred at reflux. After 1 hour, the mixture was cooled, filtered and the solvent removed to leave a crystalline solid that was tritrated with hexanes and filtered to give methyl 2-[4-[2-(4,5-diphenyl-2-oxazolyl)ethyl]phenoxy]acetate (7.27 g, 100%). An analytical sample was obtained by recrystallizing a 2.25 g batch from methanol to give 1.70 g of pure material which had m.p. 122°-125° C.

후처리

  1. temperatureat reflux
  2. temperaturethe mixture was cooled
  3. filtrationfiltered
  4. customthe solvent removed
  5. customto leave a crystalline solid
  6. filtrationfiltered

출처 및 근거

ORD 기록
ord-cb225e502ee2476fbaffafdc65639310
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05262540

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