Dimethylbarbituric acid → 4-(2-[1,2,3]Triazol-1-yl-ethoxymethyl)-phenol

HRID 33489

반응식

HRID 33489 반응식
C([O:4][C:5]1[CH:19]=[CH:18][C:8]([CH2:9][O:10][CH2:11][CH2:12][N:13]2[CH:17]=[CH:16][N:15]=[N:14]2)=[CH:7][CH:6]=1)C=C.CN1C(=O)CC(=O)N(C)C1=O>ClCCl.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[N:13]1([CH2:12][CH2:11][O:10][CH2:9][C:8]2[CH:7]=[CH:6][C:5]([OH:4])=[CH:19][CH:18]=2)[CH:17]=[CH:16][N:15]=[N:14]1

참가 물질

5

반응물 2

HCID 69860Dimethylbarbituric acidHCID 236145301-[2-(4-Allyloxy-benzyloxy)-ethyl]-1H-[1,2,3]triazole

생성물 1

HCID 210758954-(2-[1,2,3]Triazol-1-yl-ethoxymethyl)-phenol수율 59%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 6344Dichloromethane용매2회

반응 조건

온도
40 °C

실험 절차

A solution of 500 mg (1.93 mmol) 1-[2-(4-allyloxy-benzyloxy)-ethyl]-1H-[1,2,3]-triazole in 10 ml dichloromethane was added to a solution of 904 mg (5.79 mmol) 1,3-dimethylbarbituric acid and 58 mg (0.05 mmol) Pd(PPh3)4 in 20 ml dichloromethane and stirred for 4.5 h at 40° C. The mixture was extracted with 3×20 ml sat. NaHCO3-solution and 8 ml water and the combined aqueous phases were reextracted with 2×10 ml dichloromethane. The organic extracts were combined and dried over MgSO4. Solvents were distilled off and the residue purified by chromatography on silica gel (ethyl acetate) to yield 248 mg (59%) of the title compound.

후처리

  1. extractionThe mixture was extracted with 3×20 ml sat. NaHCO3-solution and 8 ml water
  2. dry with materialdried over MgSO4
  3. distillationSolvents were distilled off
  4. customthe residue purified by chromatography on silica gel (ethyl acetate)

출처 및 근거

ORD 기록
ord-16c37bc72604453e908e00c60aa3887d
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429605B2

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