tert-Butanol → Tert-butyl 4-(bromomethyl)benzoate

HRID 919345

反応式

HRID 919345 の反応式
[Br:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7](Br)=[O:8])=[CH:5][CH:4]=1.[C:12]([OH:16])([CH3:15])([CH3:14])[CH3:13]>C(Cl)Cl>[C:12]([O:16][C:7](=[O:8])[C:6]1[CH:10]=[CH:11][C:3]([CH2:2][Br:1])=[CH:4][CH:5]=1)([CH3:15])([CH3:14])[CH3:13]

参加物

4

反応物 2

HCID 6386tert-ButanolHCID 46406714-Bromomethyl benzoyl bromide

生成物 1

HCID 11414578Tert-butyl 4-(bromomethyl)benzoate収率 53.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4-Bromomethylbenzoyl bromide (13.9 g, 50 mmol, 1.0 eq) was added to 50 mL of DCM, followed by t-butanol (9.6 mL, 100 mmol, 2.0 eq) and the mixture was slowly warmed to room temperature. After 20 hours, the reaction was concentrated under reduced pressure, dissolved into 350 mL EtOAc, washed with 400 mL sat. bicarbonate and 200 mL saturated aqueous NaCl. The organic was dried over MgSO4, filtered, and concentrated under reduced pressure to yield intermediate (19a) as a semisolid (7.3 g).

後処理

  1. concentrationthe reaction was concentrated under reduced pressure
  2. dissolutiondissolved into 350 mL EtOAc
  3. washwashed with 400 mL sat. bicarbonate and 200 mL saturated aqueous NaCl
  4. dry with materialThe organic was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-d4d6356c2ab94756b36d6d18cbeb3f42
出典データセット
uspto-grants-2016_03
特許番号
US09273008B2

関連ノート

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