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溴代异丁烷 → 4-(4-Difluoromethoxy-2-isobutoxy-3-methoxy-phenyl)-indan-1-one

HRID 2171069
笔记
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反应方程式

HRID 2171069 反应方程式
[F:1][CH:2]([F:23])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:11]=2[CH2:12][CH2:13][C:14]3=[O:19])=[C:6]([OH:20])[C:5]=1[O:21][CH3:22].C(=O)([O-])[O-].[K+].[K+].[CH2:30](Br)[CH:31]([CH3:33])[CH3:32]>C(#N)C>[F:1][CH:2]([F:23])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:11]=2[CH2:12][CH2:13][C:14]3=[O:19])=[C:6]([O:20][CH2:30][CH:31]([CH3:33])[CH3:32])[C:5]=1[O:21][CH3:22]
参与物反应条件实验过程后处理来源与证据反应笔记

参与物

5

反应物 3

HCID 6555溴代异丁烷HCID 11430碳酸钾HCID 674685304-(4-(Difluoromethoxy)-2-hydroxy-3-methoxyphenyl)-2,3-dihydro-1H-inden-1-one

产物 1

HCID 545775924-(4-Difluoromethoxy-2-isobutoxy-3-methoxy-phenyl)-indan-1-one收率 43%

试剂、催化剂与溶剂 1

HCID 6342乙腈溶剂

反应条件

温度
80 °C

实验过程

To a stirring solution of 4-(4-(difluoromethoxy)-2-hydroxy-3-methoxyphenyl)-2,3-dihydro-1H-inden-1-one (80 mg, 0.25 mmol) in acetonitrile (10 mL) was added potassium carbonate (104 mg, 0.75 mmol) and isobutyl bromide (102 mg, 0.75 mmol) and the resultant reaction mixture was heated to 80° C. for 16 h. The reaction mixture was cooled to RT, filtered through celite and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 0-20% ethyl acetate in pet ether) to afford title compound as a solid (40 mg, 43%).

后处理

  1. customthe resultant reaction mixture
  2. temperatureThe reaction mixture was cooled to RT
  3. filtrationfiltered through celite
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by column chromatography (silica gel, 0-20% ethyl acetate in pet ether)

来源与证据

ORD记录
ord-c61e27ca36d74e5f8ff9452ebc6d304c
来源数据集
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
专利号
US09051290B2

反应笔记

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本页导航参与物反应条件实验过程后处理来源与证据反应笔记