4-Aminopyridine → Dodecyl carbamate

HRID 1025909ノート

反応式

HRID 1025909 の反応式
[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]

参加物

5

反応物 3

HCID 17274-AminopyridineHCID 8471TriethylamineHCID 90513Dodecyl chloroformate

生成物 1

HCID 233116Dodecyl carbamate収率 120.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-859e2e30968645fc9d791f2f7c034b95
出典データセット
uspto-grants-2014_05
特許番号
US08729107B2

反応ノート

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