4-Methylmorpholine → 1-(t-Butyldimethylsilyloxy)-3-(p-nitrophenoxycarbonyloxy)propane

HRID 52848

反応式

HRID 52848 の反応式
[N+:1]([C:4]1[CH:13]=[CH:12][C:7]([O:8][C:9](Cl)=[O:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].[Si:14]([O:21][CH2:22][CH2:23][CH2:24][OH:25])([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15].CN1CCOCC1>C(Cl)Cl>[Si:14]([O:21][CH2:22][CH2:23][CH2:24][O:25][C:9]([O:8][C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:13][CH:12]=1)=[O:10])([C:17]([CH3:19])([CH3:20])[CH3:18])([CH3:16])[CH3:15]

参加物

5

反応物 3

HCID 79724-MethylmorpholineHCID 821294-Nitrophenyl chloroformateHCID 40777913-[(Tert-butyldimethylsilyl)oxy]propan-1-ol

生成物 1

HCID 189396651-(t-Butyldimethylsilyloxy)-3-(p-nitrophenoxycarbonyloxy)propane

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

A 0.604 g (3.00 mmol) sample of p-nitrophenoxycarbonylchloride in 3 mL of methylene chloride was added to a solution of 0.570 g (3.00 mmol) of 3-(t-butyldimethylsilyloxy)-1-propanol and 0.329 mL of 4-methylmorpholine in 2 mL of methylene chloride cooled in an ice bath. The solution was stirred for 2 hours. The mixture was diluted with methylene chloride, which was washed with water, dried and concentrated. The crude product was chromatographed on silica gel, eluting with 10% ethyl acetate in hexane. The solvent was removed and the product dried to afford 0.831 g of the title compound, which was taken directly to the next step.

後処理

  1. temperaturecooled in an ice bath
  2. washwas washed with water
  3. customdried
  4. concentrationconcentrated
  5. customThe crude product was chromatographed on silica gel
  6. washeluting with 10% ethyl acetate in hexane
  7. customThe solvent was removed
  8. customthe product dried

出典と根拠

ORDレコード
ord-10ac21ef165c4d2cb10377d25394a559
出典データセット
uspto-grants-1997_04
特許番号
US05616714

関連ノート

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