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

HRID 1461755ノート

反応式

HRID 1461755 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-f036c1e836474b0b806e690e6087d578
出典データセット
uspto-grants-1991_12
特許番号
US05077305

反応ノート

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