Toluene → 7,8-Difluoro-2-propylchroman

HRID 1765001노트

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HRID 1765001 반응식
[H-].[Na+].C1COCC1.[OH:8][CH:9]([CH2:21][CH2:22][CH3:23])[CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([F:18])=[C:14]([F:19])[C:13]=1F.C1(C)C=CC=CC=1>CN(C=O)C>[F:18][C:15]1[C:14]([F:19])=[C:13]2[C:12]([CH2:11][CH2:10][CH:9]([CH2:21][CH2:22][CH3:23])[O:8]2)=[CH:17][CH:16]=1

참가 물질

6

반응물 4

HCID 1140TolueneHCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 231157091-(3-Hydroxy-1-hexyl)-2,3,4-trifluorobenzene

생성물 1

HCID 115358337,8-Difluoro-2-propylchroman

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
50 °C

실험 절차

Sodium hydride (60% in oil) was suspended in DMF under nitrogen replacement. Then, the THF solution containing 1-(3-hydroxy-1-hexyl)-2,3,4-trifluorobenzene was added dropwise for 30 minutes, and stirred for 3 hours at 50° C. After toluene was added and stirred for a while, an organic layer was separated and an aqueous layer was extracted with toluene. After the extract and the organic layer were mixed together, washed using water and a saturated saline solution in that order, and dried using anhydrous sodium sulfate, the solvent was evaporated under a reduced pressure. The residue was purified by column chromatography (silica gel, hexane) to obtain 7,8-difluoro-2-propylchroman.

후처리

  1. additionwas added dropwise for 30 minutes
  2. stirringstirred for a while
  3. customan organic layer was separated
  4. extractionan aqueous layer was extracted with toluene
  5. extractionAfter the extract
  6. additionthe organic layer were mixed together
  7. washwashed
  8. customa saturated saline solution in that order, and dried
  9. customthe solvent was evaporated under a reduced pressure
  10. customThe residue was purified by column chromatography (silica gel, hexane)

출처 및 근거

ORD 기록
ord-1c73bbdccbbe4c2da4b9bac9e9733642
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07226644B2

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