Hydrochloric Acid → HCID 178494572, 화합물

HRID 1900047노트

반응식

HRID 1900047 반응식
[CH3:1][O:2][CH2:3][CH:4]1[O:8][C:7](=[O:9])[N:6]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]3[CH2:21][CH2:20][C:19](=[O:22])[CH2:18][CH2:17]3)=[CH:12][CH:11]=2)[CH2:5]1.[BH4-].[Na+].O.Cl>C(O)C.C(OCC)(=O)C.CCCCCC>[OH:22][C@H:19]1[CH2:20][CH2:21][C@H:16]([C:13]2[CH:12]=[CH:11][C:10]([N:6]3[CH2:5][CH:4]([CH2:3][O:2][CH3:1])[O:8][C:7]3=[O:9])=[CH:15][CH:14]=2)[CH2:17][CH2:18]1

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4311764Sodium borohydrideHCID 23371853HCID 23371853, 화합물

생성물 1

HCID 178494572HCID 178494572, 화합물

시약·촉매·용매 3

HCID 702Ethanol용매HCID 8058Hexane용매HCID 8857Ethyl Acetate용매2회

실험 절차

5.0 g (16.44 mmol) of (RS)-5-methoxymethyl-3-[4-(4-oxo-cyclohexyl)-phenyl]-oxazolidin-2-one were dissolved in 150 ml of ethanol while heating and, after cooling, treated while stirring with 620 mg (16.4 mmol) of sodium borohydride, cooled overnight and the solvent was subsequently distilled off. The oily residue obtained was treated with water and 1N hydrochloric acid and the reaction product was taken up in ethyl acetate. The organic phase was washed with water, dried over magnesium sulfate and the solvent was distilled off. The colorless oil obtained (5.3 g) was dissolved in ethyl acetate, treated with hexane until turbid and the separated precipitate was filtered off under suction after 1 hour. 3.3 g of an alcohol which was uniform in the nmr spectrum were obtained. M.p. 109°-110°.

후처리

  1. temperaturewhile heating
  2. temperatureafter cooling
  3. additiontreated
  4. temperaturecooled overnight
  5. distillationthe solvent was subsequently distilled off
  6. customThe oily residue obtained
  7. washThe organic phase was washed with water
  8. dry with materialdried over magnesium sulfate
  9. distillationthe solvent was distilled off
  10. customThe colorless oil obtained (5.3 g)
  11. filtrationthe separated precipitate was filtered off under suction after 1 hour
  12. customwere obtained

출처 및 근거

ORD 기록
ord-4135a24f5f294d05b10db43f5792b8fa
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05574055

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