Sulfuric Acid → Benzene, 1-methyl-4-[1-(chloromethyl)-1-methylethyl]

HRID 486399ノート

反応式

HRID 486399 の反応式
C(C1[C:12]2[C:7](=[CH:8][C:9](C)=[CH:10][CH:11]=2)[C:6](C)(C)C1C)(C)C.[CH2:17]([Cl:21])[C:18](=[CH2:20])[CH3:19].S(=O)(=O)(O)O>C1(C)C=CC=CC=1>[CH3:20][C:18]([C:10]1[CH:11]=[CH:12][C:7]([CH3:6])=[CH:8][CH:9]=1)([CH3:19])[CH2:17][Cl:21]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 112413-Chloro-2-methyl-1-propeneHCID 30178881,1,2,6-Tetramethyl-3-(propan-2-yl)-2,3-dihydro-1H-indene

生成物 1

HCID 524329Benzene, 1-methyl-4-[1-(chloromethyl)-1-methylethyl]

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
40 °C

実験手順

To prepare the 1-isopropyl-2,3,3,5-tetramethylindane, the procedures of Traas et al., U.S. Pat. No. 4,352,748 are substantially followed. Specifically, methallyl chloride (24 g) is added to a mixture of toluene (92 g) and concentrated sulfuric acid (49 g), while maintaining the temperature at about 40° C. The reaction mixture is stirred for half an hour, after which time the layers are separated. The organic layer is washed neutral with soda solution, dried on magnesium sulfate and evaporated. The residue is distilled under diminished pressure to obtain 2-methyl-2 (para-tolyl)propyl chloride. A mixture of 2 methyl-2-(para-tolyl)propyl chloride (18 g) and tert-amyl chloride (10 g) is added to aluminum chloride (10 g) dissolved in nitromethane (50 ml), at a temperature of between about 5° C. and 10 ° C. The reaction mixture is allowed to warm to room temperature, with stirring, over a period of about one hour. The reaction mixture is then poured over ice, and extracted three times with ether. The solution in ether is washed to neutrality, dried on magnesium sulfate and evaporated. The residue is distilled under diminished pressure to yield 1-isopropyl-2,3,3,5-tetramethylindane.

後処理

  1. customafter which time the layers are separated
  2. washThe organic layer is washed neutral with soda solution
  3. customdried on magnesium sulfate
  4. customevaporated
  5. distillationThe residue is distilled under diminished pressure

出典と根拠

ORDレコード
ord-afc9d1719e214af7926fdb841e968713
出典データセット
uspto-grants-1994_03
特許番号
US05292720

反応ノート

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