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O-Cresol → 3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro2-naphthol

HRID 981001
ノート
印刷プレビュー

反応式

HRID 981001 の反応式
[C:1]1([CH3:8])[C:6]([OH:7])=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[CH2:10]Cl.Cl[C:13]([CH3:21])([CH2:15][C:16](Cl)(C)[CH2:17][CH3:18])[CH3:14].[Cl-].[Al+3].[Cl-].[Cl-]>O>[CH3:8][C:1]1[C:6]([OH:7])=[CH:5][C:4]2[C:13]([CH3:14])([CH3:21])[CH2:15][CH2:16][C:17]([CH3:18])([CH3:10])[C:3]=2[CH:2]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 335O-CresolHCID 6344DichloromethaneHCID 6451240Aluminum(III) ChlorideHCID 12644949HCID 12644949、化合物

生成物 1

HCID 2266903,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro2-naphthol収率 93%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
5 °C

実験手順

Into a round bottom flask there are introduced 10.8 g (100 mmoles) of ortho cresol, 100 ml of dichloromethane (CH2Cl2) and 18.3 g (100 mmoles) of 2,4-dichloro-2,4-dimethylhexane. The reaction mixture is cooled to 5° C. and there are added, in small quantities, 6.6 g (50 mmoles) of aluminum chloride. The temperature is permitted to rise to 20° C. The reaction mixture is stirred for 2 hours and it is then poured into 200 ml of water. The organic phase is decanted, dried on magnesium sulfate (MgSO4) and the solvents are evaporated. The residue is recrystallized in 100 ml of hexane, yielding 20.3 g (93%) of 3-methyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthol which melts at 122°-123° C.

後処理

  1. customto rise to 20° C
  2. customThe organic phase is decanted
  3. customdried on magnesium sulfate (MgSO4)
  4. customthe solvents are evaporated
  5. customThe residue is recrystallized in 100 ml of hexane

出典と根拠

ORDレコード
ord-ffd138303cae48b6958df0ac8c9a66c8
出典データセット
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
USRE033533

反応ノート

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