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

HRID 2420635노트

반응식

HRID 2420635 반응식
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

참가 물질

6

반응물 3

HCID 807IodineHCID 59288371HCID 59288371, 화합물HCID 178418339Butyllithium

생성물 1

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

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-13e0360e8d5845d5a206004326512946
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07955664B2

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