Ammonium Chloride → HCID 23366071, 화합물

HRID 531158노트

반응식

HRID 531158 반응식
[BH4-].[Na+].[N+:3]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH:13]([C:19](OCC)=[O:20])[C:14](OCC)=[O:15])=[CH:8][CH:7]=1)([O-:5])=[O:4].[NH4+].[Cl-]>CCO>[N+:3]([C:6]1[CH:7]=[CH:8][C:9]([CH2:12][CH:13]([CH2:19][OH:20])[CH2:14][OH:15])=[CH:10][CH:11]=1)([O-:5])=[O:4]

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 348576Diethyl 2-[(4-nitrophenyl)methyl]propanedioateHCID 4311764Sodium borohydride

생성물 1

HCID 23366071HCID 23366071, 화합물수율 85%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

To a suspension of NaBH4 (14.35 g, 379.3 mmol) in EtOH (200 mL) was added dropwise a solution of 23 (11.2 g, 37.93 mmol) in EtOH (100 mL) and the mixture was refluxed for 16 hours. After addition of an aqueous NH4Cl solution (5%, 150 mL) in small portions, the solution was distilled under vacuum to remove EtOH. CH2Cl2 (200 mL) was added and the mixture was filtered. The two layers were separated, and the aqueous phase was extracted with CH2Cl2 (3×50 mL). The combined organic phases were washed with aqueous NaHCO3 (5%, 100 mL), dried over MgSO4 and concentrated under vacuum. The resulting yellow oil was recrystallized from EtOAC/hexane to give off-white powder 24 (6.81 g, 85% yield).

후처리

  1. temperaturethe mixture was refluxed for 16 hours
  2. distillationthe solution was distilled under vacuum
  3. customto remove EtOH
  4. additionCH2Cl2 (200 mL) was added
  5. filtrationthe mixture was filtered
  6. customThe two layers were separated
  7. extractionthe aqueous phase was extracted with CH2Cl2 (3×50 mL)
  8. washThe combined organic phases were washed with aqueous NaHCO3 (5%, 100 mL)
  9. dry with materialdried over MgSO4
  10. concentrationconcentrated under vacuum
  11. customThe resulting yellow oil was recrystallized from EtOAC/hexane

출처 및 근거

ORD 기록
ord-e3318320f7fe4fa2b87deadb361bf6de
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09353120B2

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