Water → 2-(2-Bromo-3-methylphenyl)ethan-1-ol

HRID 427517ノート

反応式

HRID 427517 の反応式
[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][C:10](OCC)=[O:11].O.[OH-].[Na+]>O1CCCC1>[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][OH:11]

参加物

5

反応物 3

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 18357438Ethyl 2-(2-bromo-3-methylphenyl)acetate

生成物 1

HCID 226725712-(2-Bromo-3-methylphenyl)ethan-1-ol収率 98.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

LiAIH4 (3.1 g, 0.083 mol) was suspended in dry tetrahydrofuran (100 ml) in argon atmosphere. Ethyl 2-(2-bromo-3-methylphenyl)acetate (8.5 g, 0.033 mol) solved in dry tetrahydrofuran (50 ml) was added and the mixture was stirred at room temperature for 4 h. The mixture was cooled on ice and 3.1 ml of water was added dropwise, followed by 3.1 ml of 15% sodium hydroxide and then 9.3 ml of water. After 15 h. the solids were removed by filtration and washed thoroughly with tetrahydrofuran. The filtrate was removed under reduced pressure. Purification of the residue by filtrating through silica gel using methylene chloride:methanol (9:1) as eluent gave 7.0 g (98.6%) of the title compound as an oil.

後処理

  1. additionwas added
  2. additionwas added dropwise
  3. customAfter 15 h. the solids were removed by filtration
  4. washwashed thoroughly with tetrahydrofuran
  5. customThe filtrate was removed under reduced pressure
  6. customPurification of the residue
  7. filtrationby filtrating through silica gel

出典と根拠

ORDレコード
ord-80bdd8ef9aec44e38f51ec468b0688a9
出典データセット
uspto-grants-2001_11
特許番号
US06313137B1

反応ノート

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