4-Methylmorpholine → HCID 20096939, 화합물

HRID 1769678노트

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HRID 1769678 반응식
[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]

참가 물질

5

반응물 3

HCID 79724-Methylmorpholine2회HCID 89602Bromoacetyl chlorideHCID 150442041,2-Bis(4-ethylphenyl)-2-hydroxyethanone2회

생성물 1

HCID 20096939HCID 20096939, 화합물수율 65%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-06cd49ed56b44e89824d1b669bb91cbd
출처 데이터셋
uspto-grants-1995_01
특허 번호
US05382584

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