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

HRID 1576271ノート

反応式

HRID 1576271 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6a6a68e9d53a454b9e38ae89110353d4
出典データセット
uspto-grants-1976_09
特許番号
US03979513

反応ノート

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