3-Nitrobenzoic acid → Biphenyl indolizinyl nitrobenzoate

HRID 1488661노트

반응식

HRID 1488661 반응식
N([C:8]([O:10]CC)=[O:9])=NC(OCC)=O.[N+:13](C1C=C(C=CC=1)C(O)=O)([O-:15])=[O:14].O[C:26]1N=N[NH:29][CH:30]=1.[C:31]1([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1.CCOCC.C(OCC)(=O)C>[C:31]1([C:37]2[C:38]([N+:13]([O-:15])=[O:14])=[C:39]([CH:40]=[CH:41][CH:42]=2)[C:8]([OH:10])=[O:9])[CH:26]=[CH:30][N:29]2[C:36]=1[CH:35]=[CH:34][CH:33]=[CH:32]2.[C:31]1([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

참가 물질

8

반응물 4

HCID 84973-Nitrobenzoic acidHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 178516797HCID 178516797, 화합물

생성물 1

HCID 86748744Biphenyl indolizinyl nitrobenzoate

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

실험 절차

Alternatively, the biphenyl trans-hydroxy triazole can be prepared using the Mitsunobu reaction conditions. To a solution of diethyl azodicarboxylate (2.0 mmol) and 3-nitrobenzoic acid (2.0 mmol) in 2.0 mL of THF is added dropwise a solution of the biphenyl hydroxy triazole (2.0 mmol, obtained from Step 1 of Example 3261), and triphenylphosphine (2.0 mmol) in 1.0 mL of THF at room temperature. The resulting solution is stirred at room temperature until the reaction is complete. The resulting mixture is diluted with ether or ethyl acetate, and washed with water. The extracts are dried (MgSO4) and concentrated in vacuo to give the biphenyl indolizinyl nitrobenzoate. The crude benzoate is hydrolyzed with LiOH in aqueous THF at room temperture and purified to give the biphenyl trans-hydroxy triazole.

후처리

  1. customthe Mitsunobu reaction conditions
  2. washwashed with water
  3. dry with materialThe extracts are dried (MgSO4)
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-cdc9140e847047f980fa018cf359010f
출처 데이터셋
uspto-grants-1997_10
특허 번호
US05674879

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