Potassium Carbonate → 2-Benzyloxy-5-methoxy-benzaldehyde

HRID 1096678

反応式

HRID 1096678 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]=[O:5].F[C:13]1[CH:20]=[CH:19][C:16]([CH2:17]Br)=[CH:15][CH:14]=1.C([O-])([O-])=O.[K+].[K+]>CC#N>[CH2:17]([O:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]=[O:5])[C:16]1[CH:19]=[CH:20][CH:13]=[CH:14][CH:15]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 680214-Fluorobenzyl bromideHCID 956952-Hydroxy-5-methoxybenzaldehyde

生成物 1

HCID 8784742-Benzyloxy-5-methoxy-benzaldehyde収率 88%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of 2-hydroxy-5-methoxybenzaldehyde (0.152 g, 1.0 mmol) in dry MeCN (50 mL) was added 4-fluorobenzyl bromide (0.145 mg, 1.0 mmol), and anhydrous K2CO3 (0.27 g, 2.0 mmol). The mixture was refluxed under stirring for 4 h, and then evaporated in vacuo. Water (100 mL) was added and the mixture was extracted with EtOAc. The separated organic layer was dried with MgSO4, and then evaporated in vacuum. Finally, the residue was eluted through a silica gel column with n-hexane/EtOAc (4:1) to give white compound I (0.21 g, 88%).

後処理

  1. temperatureThe mixture was refluxed
  2. customevaporated in vacuo
  3. additionWater (100 mL) was added
  4. extractionthe mixture was extracted with EtOAc
  5. dry with materialThe separated organic layer was dried with MgSO4
  6. customevaporated in vacuum
  7. washFinally, the residue was eluted through a silica gel column with n-hexane/EtOAc (4:1)

出典と根拠

ORDレコード
ord-bb68b901dcb44636822a38820b58eafb
出典データセット
uspto-grants-2012_03
特許番号
US08138360B2

関連ノート

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