Hydrochloric Acid → 4-(p-n-Octyloxyphenyl)-2,3-difluorobenzene boronic acid

HRID 36819

반응식

HRID 36819 반응식
[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[C:17]=2[F:23])=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C([Li])CCC.C([O:32][B:33](OC(C)C)[O:34]C(C)C)(C)C.Cl>C1COCC1>[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][C:19]([B:33]([OH:34])[OH:32])=[C:18]([F:22])[C:17]=2[F:23])=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 21531Triisopropyl borateHCID 184351832,3-Difluoro-4'-octyloxybiphenylHCID 178418339Butyllithium

생성물 1

HCID 178204514-(p-n-Octyloxyphenyl)-2,3-difluorobenzene boronic acid수율 73.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-70 °C

실험 절차

After 2.72 g of the 4-n-octyloxy-2', 3'-difluorobiphenyl was dissolved in 20 ml of a dried THF, the solution thus formed was cooled down to -70° C. under a nitrogen atmosphere and added dropwise with 5.5 ml of butyllithium (1.6 mol/liter hexane solution). The solution was continuously stirred at the same temperature for 2 hours, and then added dropwise with a THF solution containing 3.21 g of triisopropylborate. After the solution was stirred at an ambient temperature for 12 hours, it was added with 7.7 ml of a 10% aqueous hydrochloric acid solution and further stirred for 1 hour. Then, the same after-treatments as in [1] in Example 1 were repeated to obtain 2.27 g of 4-(p-n-octyloxyphenyl)-2,3-difluorobenzene boronic acid.

후처리

  1. customthe solution thus formed
  2. stirringAfter the solution was stirred at an ambient temperature for 12 hours
  3. stirringfurther stirred for 1 hour

출처 및 근거

ORD 기록
ord-4dd5a74a02604455bb79697d682effd8
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05417885

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