Hydrochloric Acid → HCID 23157606, 화합물

HRID 273385

반응식

HRID 273385 반응식
Br[C:2]1[C:7]([CH3:8])=[CH:6][C:5]([O:9][CH2:10][CH2:11][O:12][CH2:13][CH3:14])=[CH:4][C:3]=1[CH3:15].CCCCCC.C([Li])CCC.[B:27](OC(C)C)([O:32]C(C)C)[O:28]C(C)C.Cl>O1CCCC1>[CH2:13]([O:12][CH2:11][CH2:10][O:9][C:5]1[CH:6]=[C:7]([CH3:8])[C:2]([B:27]([OH:32])[OH:28])=[C:3]([CH3:15])[CH:4]=1)[CH3:14]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 21531Triisopropyl borateHCID 231576902-Bromo-5-(2-ethoxyethoxy)-1,3-dimethylbenzeneHCID 178418244HCID 178418244, 화합물

생성물 1

HCID 23157606HCID 23157606, 화합물수율 68%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-bromo-5-(2-ethoxyethoxy)-1,3-dimethylbenzene (10.0 g, 36.6 mmol) in tetrahydrofuran (100 mL) was added n-butyllithium hexane solution (1.6 M, 25.1 mL, 40.2 mmol) at −78° C. with stirring. The reaction mixture was stirred at the same temperature for 30 min. and triisopropyl borate (10.5 mL, 45.5 mmol) was added. The reaction mixture was warmed to room temperature and stirred for 3 hrs. 5 N Hydrochloric acid (20 mL) was added to the reaction mixture and the mixture was partitioned between ethyl acetate and water. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was washed with hexane/diethyl ether and dried to give the title compound (5.9 g, yield 68%) as pale-yellow crystals.

후처리

  1. stirringThe reaction mixture was stirred at the same temperature for 30 min.
  2. stirringstirred for 3 hrs
  3. customthe mixture was partitioned between ethyl acetate and water
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. washThe residue was washed with hexane/diethyl ether
  7. customdried

출처 및 근거

ORD 기록
ord-ad9e6a63e53d436498e9e47182cf34ba
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07456218B2

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