Hydrochloric Acid → 4-n-Octyloxyphenylboronic Acid (contains varying amounts of Anhydride)

HRID 1757352노트

반응식

HRID 1757352 반응식
[Mg].[CH2:2]([O:10][C:11]1[CH:16]=[CH:15][C:14](Br)=[CH:13][CH:12]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[B:18](OC(C)C)([O:23]C(C)C)[O:19]C(C)C.Cl>O1CCCC1>[CH2:2]([O:10][C:11]1[CH:16]=[CH:15][C:14]([B:18]([OH:23])[OH:19])=[CH:13][CH:12]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 21531Triisopropyl borateHCID 145298p-Bromophenyl octyl etherHCID 5462224Magnesium

생성물 1

HCID 39772844-n-Octyloxyphenylboronic Acid (contains varying amounts of Anhydride)수율 94.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

2.40 g (99.0 mmol) of magnesium and 25.56 g (89.6 mmol) of 4-octyloxybromobenzene in 250 ml of tetrahydrofuran are used to prepare, at 60° C. for 3 hours, the solution of the Grignard compound, which is added dropwise to a solution, cooled to -70° C., of 18.62 g (99.00 mmol) of triisopropyl borate in 100 ml of tetrahydrofuran, and the mixture is stirred overnight. 130 ml of 10% strength hydrochloric acid are subsequently added dropwise, the mixture is stirred at room temperature for 1 hour and partitioned between sodium chloride solution and ether, and the organic phase is washed with sodium chloride solution, dried over sodium sulfate and evaporated, giving 21.26 g of 4-octyloxybenzeneboronic acid. ##STR14##

후처리

  1. customto prepare, at 60° C. for 3 hours
  2. additionthe solution of the Grignard compound, which is added dropwise to a solution
  3. stirringthe mixture is stirred at room temperature for 1 hour
  4. custompartitioned between sodium chloride solution and ether
  5. washthe organic phase is washed with sodium chloride solution
  6. dry with materialdried over sodium sulfate
  7. customevaporated

출처 및 근거

ORD 기록
ord-9055d49b10804b9a97ca145f1bb249b7
출처 데이터셋
uspto-grants-1995_08
특허 번호
US05445763

반응 노트

불러오는 중…