1-Iodopropane → 2-Hydroxy-6-methyl-4-propoxy-benzoic acid methyl ester

HRID 644003ノート

反応式

HRID 644003 の反応式
I[CH2:2][CH2:3][CH3:4].[C:5]([O:16][CH3:17])(=[O:15])[C:6]1[C:7](=[CH:9][C:10](=[CH:12][C:13]=1[CH3:14])[OH:11])[OH:8].C(=O)(O)[O-].[Na+]>CN(C=O)C>[CH3:17][O:16][C:5](=[O:15])[C:6]1[C:13]([CH3:14])=[CH:12][C:10]([O:11][CH2:2][CH2:3][CH3:4])=[CH:9][C:7]=1[OH:8]

参加物

5

反応物 3

HCID 336431-IodopropaneHCID 76658Methyl OrsellinateHCID 516892Sodium Bicarbonate

生成物 1

HCID 685799482-Hydroxy-6-methyl-4-propoxy-benzoic acid methyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

A mixture of 1-iodopropane (1.87 g, 10.98 mmol), methyl orsellinate (2.0 g, 10.98 mmol), and sodium bicarbonate (1.84 g, 21.96 mmol) in DMF is stirred at 60° C. overnight. The mixture is cooled and partitioned between EtOAc and water. The EtOAc layer is washed with brine, dried over magnesium sulfate, and concentrated to give the crude product. Purification by silica gel chromatography using 2% EtOAc in hexane as the eluent gives 2-hydroxy-6-methyl-4-propoxy-benzoic acid methyl ester.

後処理

  1. temperatureThe mixture is cooled
  2. custompartitioned between EtOAc and water
  3. washThe EtOAc layer is washed with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customto give the crude product
  7. customPurification by silica gel chromatography

出典と根拠

ORDレコード
ord-bd6f25c7275b4ab49fe7c441a64fcaa5
出典データセット
uspto-grants-2010_04
特許番号
US07700637B2

反応ノート

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