Triethylsilane → 4'-n-Pentyl-2,5-difluoro-4-bromobiphenyl

HRID 327361노트

반응식

HRID 327361 반응식
C([SiH](CC)CC)C.[C:8]([C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[C:24]([F:26])[C:23]([Br:27])=[CH:22][C:21]=2[F:28])=[CH:16][CH:15]=1)(=O)[CH2:9][CH2:10][CH2:11][CH3:12].C([O-])(O)=O.[Na+]>FC(F)(F)C(O)=O>[CH2:8]([C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[C:24]([F:26])[C:23]([Br:27])=[CH:22][C:21]=2[F:28])=[CH:16][CH:15]=1)[CH2:9][CH2:10][CH2:11][CH3:12]

참가 물질

5

반응물 3

HCID 12052TriethylsilaneHCID 516892Sodium BicarbonateHCID 147660524'-Pentanoyl-2,5-difluoro-4-bromobiphenyl

생성물 1

HCID 147660534'-n-Pentyl-2,5-difluoro-4-bromobiphenyl

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

Triethylsilane (7.0 g) is added dropwise over 2 h to a cooled, stirred (0° C.) solution of 1E (8.0 g) in trifluoroacetic acid (40 ml). The reaction mixture is stirred at room temperature overnight and poured into NaHCO3 solution. The product is extracted into ether twice and the combined ether layers are washed with water and dried (MgSO4). The solvent was removed in vacuo to yield an orange-brown oil. The crude product is distilled under reduced pressure (short path, 110°-120° C. at 0.01 mm Hg) to give a red oil.

후처리

  1. extractionThe product is extracted into ether twice
  2. washthe combined ether layers are washed with water
  3. dry with materialdried (MgSO4)
  4. customThe solvent was removed in vacuo
  5. customto yield an orange-brown oil
  6. distillationThe crude product is distilled under reduced pressure (short path, 110°-120° C. at 0.01 mm Hg)
  7. customto give a red oil

출처 및 근거

ORD 기록
ord-88e168a75b584d97b2f6ba639cfbe820
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05273680

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