Phosphate → HCID 14645957、化合物

HRID 2249004ノート

反応式

HRID 2249004 の反応式
[F:1][C:2]1[C:10]([F:11])=[C:9]([F:12])[C:8]([F:13])=[C:7]([F:14])[C:3]=1[C@H:4]1[O:6][CH2:5]1.[Br-:15].[Li+].P([O-])([O-])([O-])=O>O1CCCC1>[Br:15][CH2:5][C@@H:4]([C:3]1[C:2]([F:1])=[C:10]([F:11])[C:9]([F:12])=[C:8]([F:13])[C:7]=1[F:14])[OH:6]

参加物

5

反応物 3

HCID 1061PhosphateHCID 82050Lithium BromideHCID 11287268(2R)-2-(Pentafluorophenyl)oxirane

生成物 1

HCID 14645957HCID 14645957、化合物収率 81.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To an ice-cooled solution of 10.51 g of (R)-(+)-2,3,4,5,6-pentafluorostyrene oxide in 100 ml of tetrahydrofuran, was added dropwise a solution of Li2CuBr4, which was prepared by adding 16.75 g of cupric bromide to a suspension of 13.03 g of lithium bromide suspended in 150 ml of tetrahydrofuran. After completion of addition, the solution was stirred for one hour in an ice bath, and for another two hours at room temperature. The resulted reaction mixture was poured into a 0.05 mol phosphate buffer, and was extracted with ether. The resultant extract was dried over magnesium sulfate, and the solvent was distilled off under reduced pressure, thereby obtaining 11.92 g of (R)-(-)-2-bromo-1-(pentafluorophenyl)ethanol containing 20% of (+)-2-bromo-2-(pentafluorophenyl)ethanol. This was subjected to isolation by silica gel column chromatography, thereby obtaining (R)-(-)-2-bromo-1-(pentafluorophenyl)ethanol and (+)-2-bromo-2-(pentafluorophenyl)ethanol respectively possessing the aforementioned physical properties.

後処理

  1. customwas prepared
  2. additionAfter completion of addition
  3. waitfor another two hours at room temperature
  4. customThe resulted reaction mixture
  5. extractionwas extracted with ether
  6. extractionThe resultant extract
  7. dry with materialwas dried over magnesium sulfate
  8. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-fa5f4cd4597146868161327a72ede9a1
出典データセット
uspto-grants-1991_08
特許番号
US05041641

反応ノート

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