Sulfuric Acid → 3-(5,5-Dimethyl-1,3-dioxan-2-yl)-1-(3,4-dimethylphenyl)butan-1-one

HRID 348505

反応式

HRID 348505 の反応式
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]([CH3:12])[CH:6]=1)=[O:4].[CH3:13][CH:14](C)[CH2:15]N(C=CC)CC(C)C.[OH:25][CH2:26][C:27]([CH3:31])([CH2:29][OH:30])[CH3:28].S(=O)(=O)(O)O.C1(C)C=CC(S(O)(=O)=O)=CC=1>O.C(#N)C>[CH3:28][C:27]1([CH3:31])[CH2:29][O:30][CH:13]([CH:14]([CH3:15])[CH2:2][C:3]([C:5]2[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]([CH3:12])[CH:6]=2)=[O:4])[O:25][CH2:26]1

参加物

8

反応物 5

HCID 1118Sulfuric AcidHCID 6101p-Toluenesulfonic acidHCID 31344Neopentyl glycolHCID 37031132-Bromo-1-(3,4-dimethylphenyl)ethan-1-oneHCID 54063094N,N-Bis(2-methylpropyl)prop-1-en-1-amine

生成物 1

HCID 114491613-(5,5-Dimethyl-1,3-dioxan-2-yl)-1-(3,4-dimethylphenyl)butan-1-one収率 84%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

反応条件

温度
50 °C

実験手順

2-Bromo-1-(3,4-dimethylphenyl)ethan-1-one (6.2 g) and N,N-bis(2-methylpropyl)-1-propenylamine (6.8 g) were added to 25 ml of acetonitrile under an atmosphere of nitrogen and the mixture was stirred at around 50° C. for 4 hours. After cooling the reaction mixture to 10° C., 25 ml of water, 4.3 g of neopentyl glycol, 6.2 g of concentrated sulfuric acid and 0.62 g of para-toluenesulfonic acid were added to the reaction mixture and the mixture was stirred at around 60° C. for 1 hour. After cooling the reaction mixture to the room temperature, crystals precipitated. These crystals were isolated by filtration to give 6.6 g (yield 84%) of the title compound as white crystals.

後処理

  1. temperatureAfter cooling the reaction mixture to 10° C.
  2. stirringthe mixture was stirred at around 60° C. for 1 hour
  3. temperatureAfter cooling the reaction mixture to the room temperature, crystals
  4. customprecipitated
  5. customThese crystals were isolated by filtration

出典と根拠

ORDレコード
ord-cbd65fef08cb4daebb6573b9e8ea563d
出典データセット
uspto-grants-2007_02
特許番号
US07176323B2

関連ノート

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