Potassium Carbonate → 4-[[8-Acetyl-7-(3-bromopropoxy)-2-naphthalenyl]oxy]butanoic acid methyl ester

HRID 465149

反応式

HRID 465149 の反応式
[CH3:1][O:2][C:3](=[O:22])[CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[C:11]([C:19](=[O:21])[CH3:20])[C:12]([OH:18])=[CH:13][CH:14]=2)[CH:9]=1.Br[C:24]([Br:27])([CH3:26])C.[C:28](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:1][O:2][C:3](=[O:22])[CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[C:11]([C:19](=[O:21])[CH3:20])[C:12]([O:18][CH2:28][CH2:26][CH2:24][Br:27])=[CH:13][CH:14]=2)[CH:9]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 116582,2-DibromopropaneHCID 544071994-[(8-Acetyl-7-hydroxy-2-naphthalenyl)oxy]butanoic acid methyl ester

生成物 1

HCID 542496624-[[8-Acetyl-7-(3-bromopropoxy)-2-naphthalenyl]oxy]butanoic acid methyl ester収率 75%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 2.7 g of 4[(8-acetyl-7-hydroxy-2-naphthalenyl)oxy]butanoic acid methyl ester, 9.6 ml of dibromopropane and 1.95 g of anhydrous potassium carbonate in 100 ml of anhydrous acetone was stirred at reflux for 17 hours. The mixture was filtered and the filtrate was concentrated in vacuo to an oil which was purified by open column chromatography (eluting with 2.5%-10% of ethylacetate/toluene) to yield 2.98 g (75%) of 4-[[8-Acetyl-7-(3-bromopropoxy)-2-naphthalenyl]oxy]butanoic acid methyl ester as an oil.

後処理

  1. temperatureat reflux for 17 hours
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated in vacuo to an oil which
  4. customwas purified by open column chromatography (eluting with 2.5%-10% of ethylacetate/toluene)

出典と根拠

ORDレコード
ord-e3988faf879e4e79b47b5c944e268e1f
出典データセット
uspto-grants-1985_10
特許番号
US04550190

関連ノート

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