Sulfuric Acid → HCID 178463285、化合物

HRID 1042524

反応式

HRID 1042524 の反応式
[Br:1][C:2]1[C:3]([OH:12])=[C:4]([C:9](=O)[CH3:10])[CH:5]=[C:6]([CH3:8])[CH:7]=1.[Si](OCC)(OCC)(OCC)OCC.[CH:26]([C:29]1[CH:35]=[CH:34][CH:33]=[C:32]([CH:36]([CH3:38])[CH3:37])[C:30]=1[NH2:31])([CH3:28])[CH3:27].OS(O)(=O)=O>>[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4](/[C:9](=[N:31]/[C:30]2[C:32]([CH:36]([CH3:37])[CH3:38])=[CH:33][CH:34]=[CH:35][C:29]=2[CH:26]([CH3:28])[CH3:27])/[CH3:10])[C:3]=1[OH:12]

参加物

5

反応物 4

HCID 1118Sulfuric AcidHCID 6517TetraethoxysilaneHCID 32484DiisopropylanilineHCID 111389181-(3-Bromo-2-hydroxy-5-methylphenyl)ethan-1-one

生成物 1

HCID 178463285HCID 178463285、化合物収率 82%

反応条件

温度
170 °C

実験手順

In a 50 mL Claisen flask under an argon atmosphere, a mixture of 10.6 g (46.3 mmol) of 21, 20.2 g (97.2 mmol) of Si(OEt)4, and 9.03 g (50.9 mmol) of 2,6-diisopropylaniline was heated to 170° C., and then 0.37 mL of 96% H2SO4 was added. This mixture was stirred at this temperature for 5 hr, and the formed ethanol was slowly distilled off. Later, 300 mL of cold water was added, and the product was extracted with 2×100 mL of ether. The combined extract was dried over K2CO3 and then evaporated to dryness. The product was isolated by flash-chromatography on silica gel 60 (40-63 um, eluent: hexanes and then hexanes-diethyl ether, 100:1, vol.). The isolated product was washed with 3×30 mL of hexanes and dried in vacuum. This procedure gave 14.7 g (82%) of yellowish solid.

後処理

  1. distillationthe formed ethanol was slowly distilled off
  2. additionLater, 300 mL of cold water was added
  3. extractionthe product was extracted with 2×100 mL of ether
  4. extractionThe combined extract
  5. dry with materialwas dried over K2CO3
  6. customevaporated to dryness
  7. customThe product was isolated by flash-chromatography on silica gel 60 (40-63 um, eluent
  8. washThe isolated product was washed with 3×30 mL of hexanes
  9. customdried in vacuum

出典と根拠

ORDレコード
ord-4bac031571964c298a297a3b6469d3cc
出典データセット
uspto-grants-2013_10
特許番号
US08557936B2

関連ノート

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