Sodium borohydride → 10-Hydroxy-4-methoxy-1'-methyl-9,10-dihydroanthracene-9-spiro-4'-piperidine

HRID 1576271노트

반응식

HRID 1576271 반응식
[CH3:1][O:2][C:3]1[C:8]2[C:9](=[O:23])[C:10]3[C:15]([C:16]4([CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]4)[C:7]=2[CH:6]=[CH:5][CH:4]=1)=[CH:14][CH:13]=[CH:12][CH:11]=3.[BH4-].[Na+]>C(O)C.O>[OH:23][CH:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:16]2([CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)[C:7]2[CH:6]=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:8]1=2

참가 물질

5

반응물 2

HCID 4311764Sodium borohydrideHCID 867339644-Methoxy-1'-methyl-10-oxo-9,10-dihydroanthracene-9-spiro-4'-piperidine

생성물 1

HCID 8673396310-Hydroxy-4-methoxy-1'-methyl-9,10-dihydroanthracene-9-spiro-4'-piperidine

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

4-Methoxy-1'-methyl-10-oxo-9,10-dihydroanthracene-9-spiro-4'-piperidine (1.8 g.), in ethanol (100 ml.) is treated with sodium borohydride (2 g.), allowed to stand at room temperature overnight, then the reaction mixture is diluted with water and extracted with ether. The ether is washed with water, dried (MgSO4) and evaporated to give an oil which is chromatographed on magnesium silicate. Elution with toluene-ethyl acetate gives 10-hydroxy-4-methoxy-1'-methyl-9,10-dihydroanthracene-9-spiro-4'-piperidine, m.p. 149°-151°C. on recrystallisation from aqueous ethanol.

후처리

  1. extractionextracted with ether
  2. washThe ether is washed with water
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customto give an oil which
  6. customis chromatographed on magnesium silicate
  7. washElution with toluene-ethyl acetate

출처 및 근거

ORD 기록
ord-6a6a68e9d53a454b9e38ae89110353d4
출처 데이터셋
uspto-grants-1976_09
특허 번호
US03979513

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