Tetrahydrofuran → HCID 58526170, 화합물

HRID 1184986

반응식

HRID 1184986 반응식
[CH3:1][C:2]1([CH3:12])[N:7]([O])[C:6]([CH3:10])([CH3:9])[CH2:5][CH:4]([OH:11])[CH2:3]1.[H][H].[CH:15]1([N:21]=[C:22]=[N:23][CH:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.C1C[O:33]CC1>>[CH:24]1([NH:23][C:22](=[N:21][CH:15]2[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]2)[O:33][N:7]2[C:2]([CH3:12])([CH3:1])[CH2:3][CH:4]([OH:11])[CH2:5][C:6]2([CH3:10])[CH3:9])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

참가 물질

5

반응물 4

HCID 8028TetrahydrofuranHCID 10868DicyclohexylcarbodiimideHCID 137994TempolHCID 178418361HCID 178418361, 화합물2회

생성물 1

HCID 58526170HCID 58526170, 화합물

반응 조건

온도
60 °C

실험 절차

4-Hydroxy-2,2,6,6-tetramethylpiperidine-N-oxyl (17.25 g, 100 mmol) is dissolved in THF (100 ml) and hydrogenated in the presence of 0.35 g Pt (5% on carbon) catalyst using 4 bar hydrogen pressure. The hydrogen uptake stops after approximately one hour. The reaction mixture is then filtered and mixed with the solution of dicyclohexylcarbodiimide (21.15 g, 102.5 mmol). The solution is then heated under argon at 60° C. for 17 hours, concentrated, diluted with ethyl acetate (40 ml) and allowed to crystallize. The crystals are filtered off, washed with cold ethyl acetate and dried to afford 34.03 g of the title compound as a colorless solid, mp. 157-161° C.

후처리

  1. filtrationThe reaction mixture is then filtered
  2. concentrationconcentrated
  3. additiondiluted with ethyl acetate (40 ml)
  4. customto crystallize
  5. filtrationThe crystals are filtered off
  6. washwashed with cold ethyl acetate
  7. customdried

출처 및 근거

ORD 기록
ord-f1e8c625e9e9430fb44ae318cad33124
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08669398B2

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