Iodine → 6-Fluoro-7-iodo-3-propylchroman

HRID 2420635ノート

反応式

HRID 2420635 の反応式
Br[C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH:7]([CH2:12][CH2:13][CH3:14])[CH2:8][O:9]2)=[CH:4][C:3]=1[F:15].C([Li])CCC.[I:21]I>C1COCC1.CCCCCC>[F:15][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:2]=1[I:21])[O:9][CH2:8][CH:7]([CH2:12][CH2:13][CH3:14])[CH2:6]2

参加物

6

反応物 3

HCID 807IodineHCID 59288371HCID 59288371、化合物HCID 178418339Butyllithium

生成物 1

HCID 592883606-Fluoro-7-iodo-3-propylchroman

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8058Hexane溶媒

実験手順

10.6 g (38.8 mmol) of 7-bromo-6-fluoro-3-propylchroman are initially introduced in 100 ml of THF, and 27 ml (43.0 mmol) of a 15 percent solution of n-butyllithium in hexane are added dropwise. After 90 min, 10.0 g (39.4 mmol) of iodine, dissolved in 50 ml of THF, are added, the mixture is stirred for 1 h, and the cooling is removed. The batch is diluted with MTB ether, washed with water and with sat. sodium hydrogensulfite soln. and dried over sodium sulfate. The solvent is removed in vacuo, and the crude product is filtered through silica gel with heptane/toluene (4:1), giving 6-fluoro-7-iodo-3-propylchroman as a colourless solid, which is sufficiently pure for further reaction.

後処理

  1. additionare added
  2. customthe cooling is removed
  3. additionThe batch is diluted with MTB ether
  4. washwashed with water and with sat. sodium hydrogensulfite soln
  5. dry with materialand dried over sodium sulfate
  6. customThe solvent is removed in vacuo
  7. filtrationthe crude product is filtered through silica gel with heptane/toluene (4:1)

出典と根拠

ORDレコード
ord-13e0360e8d5845d5a206004326512946
出典データセット
uspto-grants-2011_06
特許番号
US07955664B2

反応ノート

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