Hydrochloric Acid → (5-Bromo-2-chlorophenyl)methanol

HRID 427251

反応式

HRID 427251 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:12])=[C:6]([CH:11]=1)[C:7](OC)=[O:8].CC(C[AlH]CC(C)C)C.CCCCCC.Cl>ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:12])=[C:6]([CH:11]=1)[CH2:7][OH:8]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8058HexaneHCID 14487Diisobutylaluminum hydrideHCID 842098Methyl 5-bromo-2-chlorobenzoate

生成物 1

HCID 5074766(5-Bromo-2-chlorophenyl)methanol収率 93.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

25.0 g of methyl 5-bromo-2-chlorobenzoate was dissolved in 130 ml of dichloromethane. To this solution, 230 ml of a 0.96 M DIBAL (diisobutylalminium hydride) hexane solution was added at −40° C. in a nitrogen atmosphere, followed by stirring at room temperature for 4 hours. To this reaction solution, 10% hydrochloric acid was carefully added while cooling, followed by extraction with ethyl acetate and drying over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained crude crystals were washed with hexane to obtain 20.8 g of 5-bromo-2-chlorobenzyl alcohol as white crystals.

後処理

  1. temperaturewhile cooling
  2. extractionfollowed by extraction with ethyl acetate
  3. dry with materialdrying over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe obtained crude crystals
  6. washwere washed with hexane

出典と根拠

ORDレコード
ord-07e2e2f8419c4e1585ce0de5e3e8845e
出典データセット
uspto-grants-2001_11
特許番号
US06313071B1

関連ノート

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