Potassium Carbonate → 1-Boc-3-(3-nitro-5-trifluoromethyl-phenoxymethyl)-azetidine

HRID 889966ノート

反応式

HRID 889966 の反応式
[C:1]([N:8]1[CH2:11][CH:10]([CH2:12][O:13]S(C)(=O)=O)[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[N+:18]([C:21]1[CH:22]=[C:23](O)[CH:24]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:26]=1)([O-:20])=[O:19].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.C([O-])(O)=O.[Na+].CCOC(C)=O>[C:1]([N:8]1[CH2:11][CH:10]([CH2:12][O:13][C:23]2[CH:24]=[C:25]([C:27]([F:29])([F:30])[F:28])[CH:26]=[C:21]([N+:18]([O-:20])=[O:19])[CH:22]=2)[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 27562513-Hydroxy-5-nitrobenzotrifluorideHCID 21959416Tert-butyl 3-((methanesulfonyloxy)methyl)azetidine-1-carboxylate

生成物 1

HCID 222494081-Boc-3-(3-nitro-5-trifluoromethyl-phenoxymethyl)-azetidine

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒HCID 516892Sodium Bicarbonate溶媒

実験手順

A mixture of 1-Boc-3-methylsulfonyloxymethyl-azetidine (1.47 g), 3-nitro-5-trifluoromethyl-phenol (1.15 g) and K2CO3 (1.15 g) in DMF(20 ml) at 80° C. was stirred overnight. The reaction was cooled to RT and diluted with 25 mL of sat. NaHCO3 and 50 mL of EtOAc. The organic phase was separated and washed with brine (25 mL), dried over Na2SO4 and concentrated in vacuo. The crude compound was purified by column chromatography (50% EtOAc/hex).

後処理

  1. customThe organic phase was separated
  2. washwashed with brine (25 mL)
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customThe crude compound was purified by column chromatography (50% EtOAc/hex)

出典と根拠

ORDレコード
ord-53e947a2d97749ef85c954823a04b896
出典データセット
uspto-grants-2006_02
特許番号
US06995162B2

反応ノート

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