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

HRID 351537노트

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HRID 351537 반응식
[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]

참가 물질

10

반응물 5

HCID 313Hydrochloric Acid2회HCID 14232N,O-DimethylhydroxylamineHCID 65578Oxalyl chlorideHCID 85153Benzoic acid, 4-(pentyloxy)-HCID 94910p-Pentoxybenzoyl chloride

생성물 1

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

시약·촉매·용매 4

HCID 1049Pyridine용매HCID 1140Toluene용매HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-12a0b63b4cde4eee8a712bc2e9c58201
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06743776B2

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