Diethyl Ether → HCID 54393776, 화합물

HRID 617757노트

반응식

HRID 617757 반응식
Cl.[CH3:2][C@H:3]([NH2:13])[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=1.[OH-].[Na+].[CH2:16]([O:23][C:24](Cl)=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CCOCC>CC(C)=O>[C:24]([NH:13][C@@H:3]([CH3:2])[C:4]1[CH:5]=[CH:6][C:7]([N+:10]([O-:12])=[O:11])=[CH:8][CH:9]=1)([O:23][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:25]

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 10387Benzyl chloroformateHCID 14798Sodium Hydroxide2회HCID 16212176(1S)-1-(4-Nitrophenyl)ethan-1-amine--hydrogen chloride (1/1)

생성물 1

HCID 54393776HCID 54393776, 화합물

시약·촉매·용매 1

HCID 180Acetone용매2회

실험 절차

To a solution of (S)-(-)-α-methyl-4-nitrobenzylamine hydrochloride (7.96 gm, 48 mmol) in acetone (20 mL) was added 5N sodium hydroxide (10 mL, 50 imol) and the solution was cooled in an ice bath. Solutions of benzylchloroformate (9.8 mL, 53 mmol) in acetone (10 mL) and 5N sodium hydroxide (11 mL, 55 mmol) were simultaneously added over 0.5 hr and the reaction was then allowed to warm to rt over 16 hrs. The reaction was poured into a mixture of ice water and ether and the layers were separated. The ether layer was washed with water and brine and the aqueous layers were consecutively extracted with a second portion of ether. The pooled ether layers were dried over sodium sulfate and evaporated to give 14.3 gm (quantitative) of clean title compound which was used without purification.

후처리

  1. temperaturethe solution was cooled in an ice bath
  2. customthe layers were separated
  3. washThe ether layer was washed with water and brine
  4. extractionthe aqueous layers were consecutively extracted with a second portion of ether
  5. dry with materialThe pooled ether layers were dried over sodium sulfate
  6. customevaporated

출처 및 근거

ORD 기록
ord-13d3dbf0aa6547c792aebdea151aa25b
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05952321

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