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

HRID 919345

반응식

HRID 919345 반응식
[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]

참가 물질

4

반응물 2

HCID 6386tert-ButanolHCID 46406714-Bromomethyl benzoyl bromide

생성물 1

HCID 11414578Tert-butyl 4-(bromomethyl)benzoate수율 53.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-d4d6356c2ab94756b36d6d18cbeb3f42
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273008B2

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