4-Methylmorpholine → HCID 20096939、化合物

HRID 1769678ノート

反応式

HRID 1769678 の反応式
[Br:1][CH2:2][C:3](Cl)=[O:4].[OH:6][CH:7]([C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH3:25])=[CH:20][CH:19]=1)[C:8]([C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH3:17])=[CH:12][CH:11]=1)=[O:9].CN1CCOCC1>ClCCl>[Br:1][CH2:2][C:3]([O:9][CH:8]([C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH3:17])=[CH:12][CH:11]=1)[C:7]([C:18]1[CH:19]=[CH:20][C:21]([CH2:24][CH3:25])=[CH:22][CH:23]=1)=[O:6])=[O:4]

参加物

5

反応物 3

HCID 79724-Methylmorpholine2 回HCID 89602Bromoacetyl chlorideHCID 150442041,2-Bis(4-ethylphenyl)-2-hydroxyethanone2 回

生成物 1

HCID 20096939HCID 20096939、化合物収率 65%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of bromoacetyl chloride (2.00 mL, 24.2 mmol) in anhydrous dichloromethane (20 mL) was added dropwise to a cold (0° C.) mixture of 2-hydroxy-1,2-di-(4-ethylphenyl)ethanone (IX; 6.5 g, 24.2 mmol) and N-methylmorpholine (NMM; 2.7 mL, 24.2 mmol) in anhydrous dichloromethane (180 mL). The mixture was stirred at 0° C. for 1 hour and at ambient temperature for 2 hours before additional 2-hydroxy-1,2-di-(4-ethylphenyl)ethanone (0.5 mL) and NMM (0.6 mL) were added to aid in completeion. After 1 hour, the mixture was washed with saturated sodium bicarbonate solution, 1N HCl and brine. Following drying and solvent evaporation, the residue was purified by flash chromatography on silica gel (gradient elution with 10% ethyl acetate in hexanes followed by 25% ethyl acetate in hexanes) and furnished 6.10 g (65%) of bromoacetoxy-1,2-di(4-ethylphenyl)ethanone as a pal-yellow oil which was used in subsequent reactions without further purification.

後処理

  1. additionwere added to aid in completeion
  2. washthe mixture was washed with saturated sodium bicarbonate solution, 1N HCl and brine
  3. customFollowing drying
  4. customsolvent evaporation
  5. customthe residue was purified by flash chromatography on silica gel (gradient elution with 10% ethyl acetate in hexanes followed by 25% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-06cd49ed56b44e89824d1b669bb91cbd
出典データセット
uspto-grants-1995_01
特許番号
US05382584

反応ノート

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