Di-p-tolylcarbodiimide → benzoic acid 1-(N,N'-di-p-tolyl-carbamimidoyloxy)-2,2,6,6-tetramethyl-piperidin-4-yl ester

HRID 1184985ノート

反応式

HRID 1184985 の反応式
[OH:1][N:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH:5]([O:10][C:11](=[O:18])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:4][C:3]1([CH3:20])[CH3:19].[C:21]1([CH3:37])[CH:26]=[CH:25][C:24]([N:27]=[C:28]=[N:29][C:30]2[CH:35]=[CH:34][C:33]([CH3:36])=[CH:32][CH:31]=2)=[CH:23][CH:22]=1>C1COCC1>[C:33]1([CH3:36])[CH:34]=[CH:35][C:30]([NH:29][C:28]([O:1][N:2]2[C:7]([CH3:9])([CH3:8])[CH2:6][CH:5]([O:10][C:11](=[O:18])[C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH2:4][C:3]2([CH3:20])[CH3:19])=[N:27][C:24]2[CH:23]=[CH:22][C:21]([CH3:37])=[CH:26][CH:25]=2)=[CH:31][CH:32]=1

参加物

4

反応物 2

HCID 69763Di-p-tolylcarbodiimideHCID 6881781-Hydroxy-4-benzoyloxy-2,2,6,6-tetramethylpiperidine

生成物 1

HCID 58526176benzoic acid 1-(N,N'-di-p-tolyl-carbamimidoyloxy)-2,2,6,6-tetramethyl-piperidin-4-yl ester収率 63.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1-Hydroxy-4-benzoyloxy-2,2,6,6-tetramethylpiperidine (5.75 g, 20.7 mmol) [prepared as described in Example 6] and di-p-tolylcarbodiimide (4.8 g, 21.6 mmol) are dissolved in THF (40 ml) and the solution is stirred at room temperature for 17 hours. The solvent is evaporated and the residue is chromatographed on silica gel with hexane-ethyl acetate (9:1). The pure fractions are recrystallized from acetonitrile to afford 6.55 g of the title compound as a colorless solid, mp. 124-128° C.

後処理

  1. customThe solvent is evaporated
  2. customthe residue is chromatographed on silica gel with hexane-ethyl acetate (9:1)
  3. customThe pure fractions are recrystallized from acetonitrile

出典と根拠

ORDレコード
ord-62e733b4542c43f492c9e657139f208b
出典データセット
uspto-grants-2014_03
特許番号
US08669398B2

反応ノート

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