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

HRID 1184985노트

반응식

HRID 1184985 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-62e733b4542c43f492c9e657139f208b
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08669398B2

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