Sodium hydride → HCID 86756772、化合物

HRID 1978499ノート

反応式

HRID 1978499 の反応式
C(OP([CH2:9][S:10]([CH2:13][CH:14]1[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]1)(=[O:12])=[O:11])(OCC)=O)C.[H-].[Na+].[N:29]1[CH:30]=[C:31]2[N:40]3[C:35](=[CH:36][CH:37]=[CH:38][C:39]=13)[S:34][C:33]([CH:41]=O)=[CH:32]2>C1(C)C=CC=CC=1.CN(C)C=O.O>[C:23]([O:22][C:20]([N:17]1[CH2:16][CH2:15][CH:14]([CH2:13][S:10](/[CH:9]=[CH:41]/[C:33]2[S:34][C:35]3[N:40]4[C:31](=[CH:30][N:29]=[C:39]4[CH:38]=[CH:37][CH:36]=3)[CH:32]=2)(=[O:11])=[O:12])[CH2:19][CH2:18]1)=[O:21])([CH3:24])([CH3:25])[CH3:26]

参加物

7

反応物 3

HCID 24758Sodium hydrideHCID 21994033HCID 21994033、化合物HCID 219941445-Thia-1,8b-diazaacenaphthylene-4-carbaldehyde

生成物 1

HCID 86756772HCID 86756772、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1140Toluene溶媒2 回HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2.01 g (4.87 mM) of tert-butyl 4-(diethoxyphosphorylmethanesulfonylmethyl)piperidine-1-carboxylate in 30 ml of toluene was added 0.18 g (4.43 mM) of a 60% suspension of sodium hydride in liquid paraffin at room temperature, and the mixture was stirred at the prevailing temperature for 1 hour. This reaction mixture was added to a solution of the above crude 5-thia-1,8b-diazaacenaphthylene-4-carbaldehyde in N,N-dimethylformamide (10 ml)-toluene (30 ml) at room temperature and the mixture was stirred at the prevailing temperature for 0.5 hour. This reaction mixture was poured in water and extracted with 3 portions of ethyl acetate. The organic layers were pooled and dried over MgSO4 and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate˜ethyl acetate/methanol=9/1) to provide crude (E)-4-[2-[1-(tert-butoxycarbonyl)piperidin-4-ylmethane-sulfonyl]viny]-5-thia-1,8b-diazaacenaphthylene. This crude product was not purified but used as it was in the next reaction.

後処理

  1. stirringthe mixture was stirred at the prevailing temperature for 0.5 hour
  2. extractionextracted with 3 portions of ethyl acetate
  3. dry with materialdried over MgSO4
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate˜ethyl acetate/methanol=9/1)

出典と根拠

ORDレコード
ord-45c52aeeaa3f4fafad9b5754c852ed8d
出典データセット
uspto-grants-2001_05
特許番号
US06235731B1

反応ノート

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