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Sodium hydride → HCID 13504772, 화합물

HRID 1981985
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HRID 1981985 반응식
[CH3:1][O:2][C:3](=[O:20])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[C:9]([C:17](=[O:19])[CH3:18])[C:10]([OH:16])=[CH:11][CH:12]=2)[CH:7]=1.[H-].[Na+].[Br:23][CH2:24][CH2:25][CH2:26][O:27][CH2:28][CH2:29][CH2:30]Br>CN(C)C=O>[CH3:1][O:2][C:3](=[O:20])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[C:9]([C:17](=[O:19])[CH3:18])[C:10]([O:16][CH2:30][CH2:29][CH2:28][O:27][CH2:26][CH2:25][CH2:24][Br:23])=[CH:11][CH:12]=2)[CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 112307051-Bromo-3-(3-bromopropoxy)propaneHCID 13504771HCID 13504771, 화합물

생성물 1

HCID 13504772HCID 13504772, 화합물수율 60.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Under an argon atmosphere, 1 g of [(8-acetyl-7-hydroxy-2-naphthalenyl)oxy]acetic acid methyl ester was added to a suspension of 0.16 g of 60% sodium hydride in 15 ml of anhydrous dimethylformamide. The mixture was stirred at room temperature for 40 minutes and then 4.75 g of bis(3-bromopropyl)ether was added. The mixture was stirred at room temperature for 20 hours. The mixture was concentrated in vacuo to an oil which was dissolved in ethyl acetate, washed with water and concentrated to give an oil which was purified by column chromatography using 7.5% ethyl acetate-toluene to yield 1 g (60%) of [[8-acetyl-7-[3-(3-bromopropoxy)propoxy]-2-naphthalenyl]oxy]acetic acid methyl ester as an oil.

후처리

  1. stirringThe mixture was stirred at room temperature for 20 hours
  2. concentrationThe mixture was concentrated in vacuo to an oil which
  3. dissolutionwas dissolved in ethyl acetate
  4. washwashed with water
  5. concentrationconcentrated
  6. customto give an oil which
  7. customwas purified by column chromatography

출처 및 근거

ORD 기록
ord-ce378df744d74b5c94f6a7fceb5fbdc1
출처 데이터셋
uspto-grants-1986_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04594442

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