Hydrochloric Acid → (3-Methyl-4-(trifluoromethoxy)phenyl)boronic acid

HRID 1642843노트

반응식

HRID 1642843 반응식
C([Li])CCC.Br[C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]([F:17])([F:16])[F:15])=[C:9]([CH3:18])[CH:8]=1.C[O:20][B:21](C)[O:22]C.Cl>CCCCCC.C1COCC1>[CH3:18][C:9]1[CH:8]=[C:7]([B:21]([OH:22])[OH:20])[CH:12]=[CH:11][C:10]=1[O:13][C:14]([F:17])([F:16])[F:15]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 138991Boronic acid, methyl-, dimethyl esterHCID 404270904-Bromo-2-methyl-1-(trifluoromethoxy)benzeneHCID 178418339Butyllithium

생성물 1

HCID 46739138(3-Methyl-4-(trifluoromethoxy)phenyl)boronic acid

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

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온도
-78 °C

실험 절차

At −78° C., 8.5 ml (1.4 g, 21.1 mmol) of a 2.5M solution of n-butyllithium in hexane were initially charged in 30 ml of THF. 4.9 g (19.2 mmol) of 4-bromo-2-methyl(trifluoromethoxy)benzene were dissolved in 15 ml of THF and slowly added dropwise. 3.0 g (28.8 mmol) of trimethylboronic acid were then added dropwise. The mixture was stirred at −78° C. for 2 h, and 11 ml of 2 N hydrochloric acid were then added. The mixture was allowed to warm to RT, and the organic phase was separated off. The solvent was removed under reduced pressure and the residue was recrystallized from n-heptane. Yield: 3.3 g (78% of theory)

후처리

  1. additionslowly added dropwise
  2. temperatureto warm to RT
  3. customthe organic phase was separated off
  4. customThe solvent was removed under reduced pressure
  5. customthe residue was recrystallized from n-heptane

출처 및 근거

ORD 기록
ord-0da5d26347384892a7b5f5213e6d0206
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08119663B2

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