Benzyl Bromide → HCID 18921494, 화합물

HRID 1654953노트

반응식

HRID 1654953 반응식
C[O:2][C:3](=[O:18])[CH2:4][CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:14][C:15](=O)[CH3:16])[CH:11]=2)[CH2:6]1.C(=O)([O-])[O-].[K+].[K+].C(Br)[C:26]1[CH:31]=[CH:30]C=[CH:28][CH:27]=1>CO.[OH-].[Na+]>[CH2:15]([O:14][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][CH:9]=1)[CH2:6][CH:5]([CH2:4][C:3]([OH:2])=[O:18])[CH2:13]2)[C:16]1[CH:30]=[CH:31][CH:26]=[CH:27][CH:28]=1

참가 물질

6

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium Carbonate2회HCID 20077200HCID 20077200, 화합물

생성물 1

HCID 18921494HCID 18921494, 화합물수율 68%

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 14798Sodium Hydroxide용매

실험 절차

9.62 g (38.8 mmol) of methyl(5-acetoxyindan-2-yl)acetate was dissolved in 150 ml of methanol, to which was added 1.17 g (8.5 mmol) of potassium carbonate and stirred for 1 hour at room temperature. The solvent was distilled off under reduced pressure, and the residue was dissolved in 150 ml of acetone. 5.98 g (43.0 mmol) of potassium carbonate, 7.27 g (42.5 mmol) of benzylbromide were added thereto and refluxed for 5 hours. After cooling, the precipitates were filtrated and condensed under reduced pressure. The residue was dissolved in 100 ml of methanol, to which 12 ml of 20% sodium hydroxide were added and the mixture was heated at 50° C. for 1 hour. After cooling, methanol was removed, the residue was made acidic with conc. HCl, and the precipitates were extracted with chloroform. The organic phase was washed with water, dried and condensed under reduced pressure to obtain a pale brown solid. Recrystallization was carried out from a solvent mixture of isopropylether and ethyl acetate to obtain 5.97 g of colorless crystals. Yield: 68%

후처리

  1. distillationThe solvent was distilled off under reduced pressure
  2. dissolutionthe residue was dissolved in 150 ml of acetone
  3. temperaturerefluxed for 5 hours
  4. temperatureAfter cooling
  5. filtrationthe precipitates were filtrated
  6. customcondensed under reduced pressure
  7. additionwere added
  8. temperaturethe mixture was heated at 50° C. for 1 hour
  9. temperatureAfter cooling
  10. custommethanol was removed
  11. extractionthe precipitates were extracted with chloroform
  12. washThe organic phase was washed with water
  13. customdried
  14. customcondensed under reduced pressure
  15. customto obtain a pale brown solid
  16. customRecrystallization
  17. additionwas carried out from a solvent mixture of isopropylether and ethyl acetate

출처 및 근거

ORD 기록
ord-56fe1bd048d24909b28194da70fd7ac3
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05409956

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