Water → 3-(4-Tert-butyl-cyclohexyloxy)-1-methyl-naphthalene

HRID 2404198ノート

反応式

HRID 2404198 の反応式
[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]([OH:12])[CH:3]=1.[C:13]([CH:17]1[CH2:22][CH2:21][CH:20](OS(C)(=O)=O)[CH2:19][CH2:18]1)([CH3:16])([CH3:15])[CH3:14].C(=O)([O-])[O-].[Cs+].[Cs+].O>CC(O)(C)C.CC(=O)CC.CCOCC>[C:13]([CH:17]1[CH2:22][CH2:21][CH:20]([O:12][C:4]2[CH:3]=[C:2]([CH3:1])[C:11]3[C:6]([CH:5]=2)=[CH:7][CH:8]=[CH:9][CH:10]=3)[CH2:19][CH2:18]1)([CH3:16])([CH3:15])[CH3:14]

参加物

8

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 11128255Methanesulfonic acid 4-tert-butyl-cyclohexyl esterHCID 125809284-Methylnaphthalen-2-ol

生成物 1

HCID 681727973-(4-Tert-butyl-cyclohexyloxy)-1-methyl-naphthalene収率 48.8%

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 6386tert-Butanol溶媒HCID 6569Methyl Ethyl Ketone溶媒

反応条件

温度
80 °C

実験手順

A mixture of 4-methyl-naphthalen-2-ol (0.60 g, 3.8 mmol), methanesulfonic acid 4-tert-butyl-cyclohexyl ester (1.9 g, 7.6 mmol) and cesium carbonate (3.7 g, 11 mmol) in t-BuOH (10 mL) and 2-butanone (7 mL) was heated at 80° C. overnight. After cooled to room temperature, the mixture was treated with water and ether. The organic phase was dried over MgSO4, filtered and concentrated. The crude was treated with methanol to give solid product (0.55 g, yield: 48%). ESI-MS: 297.20 (M+H)+.

後処理

  1. temperatureAfter cooled to room temperature
  2. dry with materialThe organic phase was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. additionThe crude was treated with methanol

出典と根拠

ORDレコード
ord-282cd8774d5a43658a784d9384a51f01
出典データセット
uspto-grants-2014_08
特許番号
US08802659B2

反応ノート

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