Water → 1-Bromo-4-(1-hydroxyethyl)-3-hydroxymethylbenzene

HRID 1061449ノート

反応式

HRID 1061449 の反応式
[OH-].[Al+3].[Li+].[OH-].[OH-].[OH-].[Br:7][C:8]1[CH:17]=[C:16]2[C:11]([CH:12]([CH3:18])[O:13][C:14]2=[O:15])=[CH:10][CH:9]=1.O.[OH-].[Na+]>C1COCC1>[Br:7][C:8]1[CH:9]=[CH:10][C:11]([CH:12]([OH:13])[CH3:18])=[C:16]([CH2:14][OH:15])[CH:17]=1

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 4877791(3H)-Isobenzofuranone, 6-bromo-3-methyl-HCID 16206110Aluminate (Al(OH)41-), lithium, (T-4)-

生成物 1

HCID 186293331-Bromo-4-(1-hydroxyethyl)-3-hydroxymethylbenzene収率 99.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

18.30 g of lithium aluminium hydroxide was suspended in 1.0 l of THF, to which 300 ml of THF solution of 36.44 g of 6-bromo-3-methylphtalide (3-5) was dropped at −30° C. and the resulting mixture was stirred at the same temperature for 2 hours. After the reaction was completed, 76 ml of water and 19 ml of 15% sodium hydroxide solution were added thereto, and the resulting residue was separated by filtering and the filtrate was concentrated under reduced pressure. Ethyl acetate was added to the resulting residue, which was washed with saturated salt water and dried over anhydrous magnesium sulfate, and thereafter, the solvent was distilled off under reduced pressure to obtain 36.84 g of 1-bromo-4-(1-hydroxyethyl)-3-hydroxymethylbenzene (3-6).

後処理

  1. additionwas dropped at −30° C.
  2. customthe resulting residue was separated
  3. filtrationby filtering
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. additionEthyl acetate was added to the resulting residue, which
  6. washwas washed with saturated salt water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-76abb714e06e4cfd80babfb8c512a181
出典データセット
uspto-grants-2003_02
特許番号
US06525066B2

反応ノート

読み込み中…