Hydrochloric Acid → HCID 22223114、化合物

HRID 1744744ノート

反応式

HRID 1744744 の反応式
C([Li])CCC.CC(C)([O-])C.[K+].[F:12][C:13]1[C:25]2[CH2:24][C:23]3[C:18](=[CH:19][CH:20]=[CH:21][C:22]=3[F:26])[C:17]=2[CH:16]=[CH:15][CH:14]=1.[B:27](OC)([O:30]C)[O:28]C.Cl>O1CCCC1.O>[F:12][C:13]1[C:25]2[CH2:24][C:23]3[C:18](=[CH:19][CH:20]=[CH:21][C:22]=3[F:26])[C:17]=2[CH:16]=[CH:15][C:14]=1[B:27]([OH:30])[OH:28]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 8470Trimethyl borateHCID 22045596HCID 22045596、化合物HCID 23665647Potassium tert-butoxideHCID 178418339Butyllithium

生成物 1

HCID 22223114HCID 22223114、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒3 回

実験手順

A solution of 94 mmol of n-butyllithium (1.6 M solution in hexane) in 50 ml of dry tetrahydrofuran is cooled to ≦70° C. and admixed dropwise under a protective gas atmosphere with a solution of 94 mmol of potassium tert-butoxide in 100 ml. of the same solvent. After stirring for 15-30 min, a solution of 78 mmol of 1,8-difluorofluorene in 200 ml of tetrahydrofuran is added dropwise at such a rate that the internal temperature is always below −70° C. Subsequently, stirring is continued at this temperature for another 2 h. A solution of 117 mmol of trimethyl borate in 100 ml of tetrahydrofuran is then added dropwise and the mixture is allowed to thaw gradually. The reaction mixture is admixed at −10° C. with 50 ml of water and acidified to pH I with concentrated hydrochloric acid. The phases are separated, the organic phase is washed with saturated sodium chloride solution and dried over sodium sulfate, and the solvent is removed under reduced pressure. 1,8-Difluorofluorene-2-boronic acid is obtained which is reacted further without purification.

後処理

  1. customis always below −70° C
  2. stirringSubsequently, stirring
  3. waitis continued at this temperature for another 2 h
  4. customThe phases are separated
  5. washthe organic phase is washed with saturated sodium chloride solution
  6. dry with materialdried over sodium sulfate
  7. customthe solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-cd56d4201fe74bd496b767b120626f4d
出典データセット
uspto-grants-2006_03
特許番号
US07018685B2

反応ノート

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