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

HRID 327361ノート

反応式

HRID 327361 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-88e168a75b584d97b2f6ba639cfbe820
出典データセット
uspto-grants-1993_12
特許番号
US05273680

反応ノート

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