Hydrochloric Acid → N-(4-n-pentyloxybenzoyl)-N,O-dimethylhydroxylamine

HRID 351537

反応式

HRID 351537 の反応式
[CH2:1]([O:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH3:5].C(Cl)(=O)C(Cl)=O.[CH3:22][NH:23][O:24][CH3:25].Cl.C(OC1C=CC(C(Cl)=O)=CC=1)CCCC>C1(C)C=CC=CC=1.O1CCCC1.N1C=CC=CC=1.CN(C)C=O>[CH2:1]([O:6][C:7]1[CH:8]=[CH:9][C:10]([C:11]([N:23]([CH3:22])[O:24][CH3:25])=[O:13])=[CH:14][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH3:5]

参加物

10

反応物 5

HCID 313Hydrochloric Acid2 回HCID 14232N,O-DimethylhydroxylamineHCID 65578Oxalyl chlorideHCID 85153Benzoic acid, 4-(pentyloxy)-HCID 94910p-Pentoxybenzoyl chloride

生成物 1

HCID 22713252N-(4-n-pentyloxybenzoyl)-N,O-dimethylhydroxylamine

試薬・触媒・溶媒 4

HCID 1049Pyridine溶媒HCID 1140Toluene溶媒HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of 4-n-pentyloxybenzoic acid (5.0 g) in toluene was added oxalyl chloride (15 ml) and N,N-dimethylformamide (0.1 ml) and the mixture was stirred for 2 hours at room temperature. The solvents were evaporated under reduced pressure to give crude 4-n-pentyloxybenzoyl chloride. To a suspension of N,O-dimethylhydroxylamine a hydrochloride (3.51 g) and pyridine (5.82 ml) in tetrahydrofuran (25 ml) was added the solution of crude 4-n-pentyloxybenzoyl chloride in tetrahydrofuran (25 ml) dropwise at 0° C. and the mixture was stirred for 3 hours at room temperature. To the reaction mixture 1N HCl was added and extracted with ethyl acetate. The organic layer was separated, washed with water and brine, dried over magnesium sulfate and evaporated under reduced pressure to give N-(4-n-pentyloxybenzoyl)-N,O-dimethylhydroxylamine (4.63 g).

後処理

  1. customThe solvents were evaporated under reduced pressure
  2. customto give crude 4-n-pentyloxybenzoyl chloride
  3. stirringthe mixture was stirred for 3 hours at room temperature
  4. extractionextracted with ethyl acetate
  5. customThe organic layer was separated
  6. washwashed with water and brine
  7. dry with materialdried over magnesium sulfate
  8. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-12a0b63b4cde4eee8a712bc2e9c58201
出典データセット
uspto-grants-2004_06
特許番号
US06743776B2

関連ノート

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