Pyridine → 2-Tert-butoxycarbonyloxyimino-2-(1-naphthyl)acetonitrile

HRID 2082993

반응식

HRID 2082993 반응식
[C:1]([OH:5])([CH3:4])([CH3:3])[CH3:2].N1C=CC=CC=1.Cl[C:13]([O:15][N:16]=[C:17]([C:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:23]=[CH:22][CH:21]=1)[C:18]#[N:19])=[O:14]>C1(C)C=CC=CC=1>[C:1]([O:5][C:13]([O:15][N:16]=[C:17]([C:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:23]=[CH:22][CH:21]=1)[C:18]#[N:19])=[O:14])([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 6386tert-ButanolHCID 543473962-Chlorocarbonyloxyimino-2-(1-naphthyl)acetonitrile

생성물 1

HCID 537899872-Tert-butoxycarbonyloxyimino-2-(1-naphthyl)acetonitrile

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

The mixture was stirred for 3 hours at the same temperature and allowed to stand overnight. A solution of tert-butyl alcohol (11.1 g.) and pyridine (12 ml.) in toluene (20 ml.) was added dropwise, under ice-cooling, to the resultant mixture containing 2-chlorocarbonyloxyimino-2-(1-naphthyl)-acetonitrile. The mixture was stirred for 6 hours at the same temperature and allowed to stand overnight. The reaction mixture was then washed with water, 1N hydrochloric acid, water, a sodium bicarbonate aqueous solution and water, and dried over magnesium sulfate. The solution was concentrated under reduced pressure and n-hexane and methanol were added to the residue. The mixture was allowed to stand in a refrigerator and the precipitated crystals were collected by filtration and recrystallized twice from methanol to give 2-tert-butoxycarbonyloxyimino-2-(1-naphthyl)acetonitrile (3.3 g.), mp 90° to 92° C.

후처리

  1. waitto stand overnight
  2. stirringThe mixture was stirred for 6 hours at the same temperature
  3. waitto stand overnight
  4. washThe reaction mixture was then washed with water, 1N hydrochloric acid, water
  5. dry with materiala sodium bicarbonate aqueous solution and water, and dried over magnesium sulfate
  6. concentrationThe solution was concentrated under reduced pressure and n-hexane and methanol
  7. additionwere added to the residue
  8. filtrationthe precipitated crystals were collected by filtration
  9. customrecrystallized twice from methanol

출처 및 근거

ORD 기록
ord-ab5798a97bcf4fb898f6d43e4338dd25
출처 데이터셋
uspto-grants-1978_04
특허 번호
US04083848

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