Vanillin → 4-[(2-Fluorobenzyl)oxy]-3-methoxybenzaldehyde

HRID 2218552ノート

反応式

HRID 2218552 の反応式
Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[F:9].[CH3:10][O:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][C:19]=1[OH:20])[CH:15]=[O:16].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[F:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[CH2:2][O:20][C:19]1[CH:18]=[CH:17][C:14]([CH:15]=[O:16])=[CH:13][C:12]=1[O:11][CH3:10]

参加物

5

反応物 3

HCID 1183VanillinHCID 11430Potassium CarbonateHCID 67968alpha-Bromo-o-fluorotoluene

生成物 1

HCID 7354584-[(2-Fluorobenzyl)oxy]-3-methoxybenzaldehyde収率 99.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

0.5M solution of 1-bromomethyl-2-fluoro-benzene (1.5 mg, 8 mmol) in DMF was added dropwise to a suspension of 3-methoxy-4-hydroxy-benzaldehyde (1.1 g, 7.3 mmol), K2CO3 (1.51 g, 11 mmol) and KI (120 mg, 7.3 mmol) in DMF (100 ml). The reaction mixture was treated as described in Example 4. The residue was purified on silica gel, obtaining 1.89 g (quantitative yield) of the title compound, yield 100%.

後処理

  1. additionThe reaction mixture was treated
  2. customThe residue was purified on silica gel

出典と根拠

ORDレコード
ord-73d9aac700084d7caf32eb5a268a945d
出典データセット
uspto-grants-2008_08
特許番号
US07411091B2

反応ノート

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