3-Nitrobenzoic acid → Biphenyl indolizinyl nitrobenzoate

HRID 22055

反応式

HRID 22055 の反応式
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

参加物

8

反応物 4

HCID 84973-Nitrobenzoic acidHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 178516797HCID 178516797、化合物

生成物 1

HCID 86748744Biphenyl indolizinyl nitrobenzoate

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

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 3224), 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 temperature and purified to give the biphenyl trans-hydroxy triazole.

後処理

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

出典と根拠

ORDレコード
ord-23ceeef732bc4310a67a7ccc06fd3328
出典データセット
uspto-grants-1995_06
特許番号
US05426105

関連ノート

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