Phenol → Phenyl 2-hydroxy-4,5-dimethoxybenzoate

HRID 78701

反応式

HRID 78701 の反応式
[OH:1][C:2]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:15]1(O)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O=S(Cl)Cl>C1(C)C(C)=CC=CC=1>[OH:1][C:2]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[CH:7][C:3]=1[C:4]([O:6][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:5]

参加物

5

反応物 3

HCID 996PhenolHCID 24386Thionyl Chloride2 回HCID 115646502-Hydroxy-4,5-dimethoxybenzoic acid

生成物 1

HCID 53424183Phenyl 2-hydroxy-4,5-dimethoxybenzoate収率 64%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

In 10 g of xylene were suspended 1.0 g of compound (2a) and 522 mg of phenol, to which 460 μL of SOCl2 was then added dropwise before heating to reflux for 3 hours, followed by further adding 184 μL of SOCl2 and additionally heating to reflux for one hour. The reaction solvent was distilled off, followed by adding methanol to the residue before stirring. The precipitated crystal was collected by filtration to provide 880 mg of phenyl 2-hydroxy-4,5-dimethoxybenzoate (3a) at a yield of 64%.

後処理

  1. temperaturebefore heating
  2. temperatureto reflux for 3 hours
  3. temperatureadditionally heating
  4. temperatureto reflux for one hour
  5. distillationThe reaction solvent was distilled off
  6. additionby adding methanol to the residue
  7. filtrationThe precipitated crystal was collected by filtration

出典と根拠

ORDレコード
ord-2bea1a01e4cd41318cabd7c3284d6b40
出典データセット
uspto-grants-2014_09
特許番号
US08841461B2

関連ノート

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