Methyl bromoacetate → Methyl [3-[2-(4,5-diphenyl-2-thiazolyl)ethyl]phenoxy]acetate

HRID 1461755노트

반응식

HRID 1461755 반응식
[C:1]1([C:7]2[N:8]=[C:9]([CH2:18][CH2:19][C:20]3[CH:21]=[C:22]([OH:26])[CH:23]=[CH:24][CH:25]=3)[S: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(#N)C>[C:1]1([C:7]2[N:8]=[C:9]([CH2:18][CH2:19][C:20]3[CH:21]=[C:22]([CH:23]=[CH:24][CH:25]=3)[O:26][CH2:28][C:29]([O:31][CH3:32])=[O:30])[S: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

4

반응물 2

HCID 60984Methyl bromoacetateHCID 150069043-[2-(4,5-Diphenyl-2-thiazolyl)ethyl]phenol

생성물 1

HCID 10477744Methyl [3-[2-(4,5-diphenyl-2-thiazolyl)ethyl]phenoxy]acetate수율 84.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 3-[2-(4,5-diphenyl-2-thiazolyl)-ethyl]phenol (3.65 g, 10 mmol), methyl bromoacetate (1.72 g, 1.06 mL, 11 mmol) potassium carbonate (1.69 g, 12 mmol) and acetonitrile (60 mL) was stirred at reflux for 90 minutes. The mixture was filtered and concentrated to leave an oil which was subjected to chromatography on a column of silica gel. Elution with a mixture of hexanes and diethyl ether (2:1) afforded methyl [3-[2-(4,5-diphenyl-2-thiazolyl)-ethyl]phenoxy]acetate (3.63 g, 82%) as an oil.

후처리

  1. temperatureat reflux for 90 minutes
  2. filtrationThe mixture was filtered
  3. concentrationconcentrated
  4. customto leave an oil which
  5. washElution
  6. additionwith a mixture of hexanes and diethyl ether (2:1)

출처 및 근거

ORD 기록
ord-f036c1e836474b0b806e690e6087d578
출처 데이터셋
uspto-grants-1991_12
특허 번호
US05077305

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