Veratrole → 1-(Chloromethyl)-2,3-dimethoxybenzene

HRID 1589238ノート

反応式

HRID 1589238 の反応式
COC1C=CC=CC=1[O:9][CH3:10].Br[CH2:12][O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]C.[Cl:22][Sn](Cl)(Cl)Cl.COC1C=C2C(CC3C(CC4C(C2)=CC(OC)=C(OC)C=4)=CC(OC)=C(OC)C=3)=CC=1OC>ClCCCl>[Cl:22][CH2:20][C:19]1[C:14]([O:13][CH3:12])=[C:15]([O:9][CH3:10])[CH:16]=[CH:17][CH:18]=1

参加物

6

反応物 4

HCID 7043VeratroleHCID 24287Tin tetrachlorideHCID 273730CyclotriveratryleneHCID 4989778Bromomethyloctylether

生成物 1

HCID 27583941-(Chloromethyl)-2,3-dimethoxybenzene

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

0.138 g (1 mmole) of 1,2-dimethoxybenzene (veratrol) were reacted with 0.223 g (1 mmole) of bromomethyl octylether in 5 ml 1,2-dichloroethane in the presence of 0.12 ml (1 mmole) SnCl4 at room temperature for 1 hour. After washing with HCl and water, followed by drying on Na2SO4 the product was isolated by the evaporation of the solvent. The product (0.275 g) corresponds by mp., NMR and analysis to cyclotriveratrylene (A. J. Lindsey. J. Chem. Soc. 1685 (1965) obtained by trimerization of 3-chloromethyl-1,2-dimethoxybenzene.

後処理

  1. washAfter washing with HCl and water
  2. customby drying on Na2SO4 the product
  3. customwas isolated by the evaporation of the solvent

出典と根拠

ORDレコード
ord-75b05863f7314d9eb3436433db188e9b
出典データセット
uspto-grants-1986_02
特許番号
US04568700

反応ノート

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