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

HRID 713977ノート

反応式

HRID 713977 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-a9626654858a4b39b17619976850dcd3
出典データセット
uspto-grants-2015_11
特許番号
US09186367B2

反応ノート

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