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

HRID 713977노트

반응식

HRID 713977 반응식
[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]

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 6386tert-Butanol용매HCID 6569Methyl Ethyl Ketone용매

반응 조건

온도
80 °C

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-a9626654858a4b39b17619976850dcd3
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09186367B2

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