Bromine → 6-Bromo-3,4-dihydro-4,4,5,8-tetramethyl-2H-1-benzothiopyran

HRID 368933

반응식

HRID 368933 반응식
[CH3:1][C:2]1([CH3:14])[C:11]2[C:6](=[C:7]([CH3:13])[CH:8]=[CH:9][C:10]=2[CH3:12])[S:5][CH2:4][CH2:3]1.[Br:15]Br.S([O-])(O)=O.[Na+]>C(Cl)Cl>[CH3:1][C:2]1([CH3:14])[C:11]2[C:6](=[C:7]([CH3:13])[CH:8]=[C:9]([Br:15])[C:10]=2[CH3:12])[S:5][CH2:4][CH2:3]1

참가 물질

5

반응물 3

HCID 24408BromineHCID 129936844,4,5,8-TetramethylthiochromanHCID 23665763Sodium Bisulfite

생성물 1

HCID 129936856-Bromo-3,4-dihydro-4,4,5,8-tetramethyl-2H-1-benzothiopyran수율 87.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

100 ml of methylene chloride was added to 13.2 g (0.064 mol) of 4,4,5,8-tetramethylthiochroman, 10.2 g (0.064 mol) of bromine was dropwise added at room temperature, and then the mixture was allowed to react for 2 hours. After the completion of the reaction, 70 ml of a 2% sodium hydrogensulfite aqueous solution was added, excessive bromine was removed, and the reaction mixture was liquid-separated. An organic layer was washed with a saturated sodium hydrogencarbonate aqueous solution and with a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate. The methylene chloride was distilled off under reduced pressure, and the resultant oily substance was purified by silica gel column chromatography to give 15.9 g (yield 87%) of 4,4,5,8-tetramethyl-6-bromothiochroman.

후처리

  1. additionwas dropwise added at room temperature
  2. customto react for 2 hours
  3. additionwas added
  4. customexcessive bromine was removed
  5. customthe reaction mixture was liquid-separated
  6. washAn organic layer was washed with a saturated sodium hydrogencarbonate aqueous solution and with a saturated sodium chloride aqueous solution
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationThe methylene chloride was distilled off under reduced pressure
  9. customthe resultant oily substance was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-5c32d8a63aee4be0ab4c6e71d4eba141
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06136755

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