4-Aminopyridine → Dodecyl carbamate

HRID 1025909노트

반응식

HRID 1025909 반응식
[NH2:1]C1C=CN=CC=1.C(N(CC)CC)C.Cl[C:16]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[O:17]>C(Cl)Cl>[C:16](=[O:17])([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[NH2:1]

참가 물질

5

반응물 3

HCID 17274-AminopyridineHCID 8471TriethylamineHCID 90513Dodecyl chloroformate

생성물 1

HCID 233116Dodecyl carbamate수율 120.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 4-aminopyridine (3.00 g, 31.9 mmol) in CH2Cl2 (50 mL) at 0° C. was added triethylamine (5.60 mL, 40.0 mmol) and dodecyl chloroformate (8.70 g, 35.0 mmol). The ice bath was removed and the resulting mixture was allowed to warm to rt over 3 h before being poured into saturated aqueous NaHCO3. The product was extracted with CH2Cl2, washed with brine, dried (MgSO4) and concentrated. The crude product was recrystallized from EtOAc/hexanes to give 8.80 g (90% yield) of pure dodecyl carbamate.

후처리

  1. customThe ice bath was removed
  2. additionbefore being poured into saturated aqueous NaHCO3
  3. extractionThe product was extracted with CH2Cl2
  4. washwashed with brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customThe crude product was recrystallized from EtOAc/hexanes

출처 및 근거

ORD 기록
ord-859e2e30968645fc9d791f2f7c034b95
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729107B2

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