Diethyl Ether → Methyl alpha-(2,6-diallyl-4-hydroxyphenoxy)4-chlorobenzeneacetate

HRID 9256

反応式

HRID 9256 の反応式
[CH2:1]([C:4]1[CH:9]=[C:8]([O:10]CC2C=CC=CC=2)[CH:7]=[C:6]([CH2:18][CH:19]=[CH2:20])[C:5]=1[OH:21])[CH:2]=[CH2:3].Br[CH:23]([C:28]1[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][CH:29]=1)[C:24]([O:26][CH3:27])=[O:25].C([O-])([O-])=O.[Cs+].[Cs+].CCOCC>CN(C=O)C>[CH2:18]([C:6]1[CH:7]=[C:8]([OH:10])[CH:9]=[C:4]([CH2:1][CH:2]=[CH2:3])[C:5]=1[O:21][CH:23]([C:28]1[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][CH:29]=1)[C:24]([O:26][CH3:27])=[O:25])[CH:19]=[CH2:20]

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 10796Cesium carbonateHCID 10777987Methyl 2-bromo-2-(4-chlorophenyl)acetateHCID 219859512,6-Diallyl4-benzyloxyphenol

生成物 1

HCID 21985939Methyl alpha-(2,6-diallyl-4-hydroxyphenoxy)4-chlorobenzeneacetate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2,6-diallyl-4-benzyloxyphenol (200 mg, 1.0 eq) in DMF (8 mL) were added methyl α-bromo-4-chlorobenzeneacetate (190 mg, 1.0 eq) and Cs2CO3 (285 mg, 1.2 eq). The reaction mixture was stirred at room temperature for 15 h, poured into ether, washed with water and brine, dried over MgSO4, filtered, and concentrated in vac. Purification by chromatography (SiO2, EtOAc/Hexanes 1:20) afforded the desired methyl α-(2,6-diallyl-4-hydroxyphenoxy)-4-chlorobenzeneacetate.

後処理

  1. washwashed with water and brine
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated in vac
  5. customPurification by chromatography (SiO2, EtOAc/Hexanes 1:20)

出典と根拠

ORDレコード
ord-cbe90fa9d62e4ab79ebe977953f20624
出典データセット
uspto-grants-2006_08
特許番号
US07091230B2

関連ノート

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