Hydrochloric Acid → HCID 69036788, 화합물

HRID 1786522노트

반응식

HRID 1786522 반응식
[BH4-].[Na+].[Br:3][C:4]1[CH:5]=[CH:6][C:7]2[O:16][C:11]3([CH2:15][CH2:14][CH2:13][CH2:12]3)[CH2:10][C:9](=[O:17])[C:8]=2[CH:18]=1.Cl>CO>[Br:3][C:4]1[CH:5]=[CH:6][C:7]2[O:16][C:11]3([CH2:12][CH2:13][CH2:14][CH2:15]3)[CH2:10][CH:9]([OH:17])[C:8]=2[CH:18]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 591678716-Bromospiro[chroman-2,1'-cyclopentan]-4-one

생성물 1

HCID 69036788HCID 69036788, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Sodium borohydride (4.65 g, 0.123 mol) was added to a stirred suspension of 6-bromo-3,4-dihydro-spiro[2H-1-benzopyran-2,1′-cyclopentan]-4-one (31.83 g, 0.1137 mol) in methanol (650 mL) at 0° C. and the mixture was maintained at this temperature for a further 30 minutes. After stirring for an additional 30 minutes at room temperature, concentrated hydrochloric acid was added until acid and the solvent was evaporated under reduced pressure. Water was added to the residue and the product was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate and evaporated under reduced pressure. The crude product was recrystallized from diethylether/petroleum ether 40-60° C. (⅓). The resulting precipitate was collected by filtration, washed with petroleum ether and dried (71%). mp: 123-123.5° C., IR (KBr): 3271 (O—H), 2963, 2873 (C—H aliphatic) cm−1, Anal. (C13H15O2Br) C, H.

후처리

  1. temperaturethe mixture was maintained at this temperature for a further 30 minutes
  2. customthe solvent was evaporated under reduced pressure
  3. additionWater was added to the residue
  4. extractionthe product was extracted with ethyl acetate
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. customevaporated under reduced pressure
  7. customThe crude product was recrystallized from diethylether/petroleum ether 40-60° C. (⅓)
  8. filtrationThe resulting precipitate was collected by filtration
  9. washwashed with petroleum ether
  10. customdried (71%)

출처 및 근거

ORD 기록
ord-f0f4ba2f76c247f393accfad4465076f
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07507761B2

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