Hydrochloric Acid → N-Cbz-6-allyl-2,3-dihydro-1H-pyridin-4-one

HRID 8525

反応式

HRID 8525 の反応式
C[O:2][C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1.Cl[C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11].[CH2:20]([Mg]Cl)[CH:21]=[CH2:22].Cl>C1(C)C=CC=CC=1>[C:10]([N:6]1[C:7]([CH2:22][CH:21]=[CH2:20])=[CH:8][C:3](=[O:2])[CH2:4][CH2:5]1)([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 10387Benzyl chloroformateHCID 692784-MethoxypyridineHCID 178418473HCID 178418473、化合物

生成物 1

HCID 22015691N-Cbz-6-allyl-2,3-dihydro-1H-pyridin-4-one

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
0 °C

実験手順

To a solution of 4-methoxypyridine (50 mL, 0.492 mol) in toluene (1 L) is added benzyl chloroformate (70.3 mL, 0.492 mol) at 0° C. The resulting mixture is stirred at 0° C. for 30 minutes then cooled to −75° C. and allyl magnesium chloride (295.5 mL, 0.591 mol) is added. The solution is held at −75° C. for 4 hours and allowed to warm to 0° C. at which point a solution of 20% HCl is added to quench the reaction. The organic layer is isolated and purified over silica gel to yield the desired product.

後処理

  1. temperaturethen cooled to −75° C.
  2. waitThe solution is held at −75° C. for 4 hours
  3. additionis added
  4. customto quench
  5. customthe reaction
  6. customThe organic layer is isolated
  7. custompurified over silica gel

出典と根拠

ORDレコード
ord-f6db860dab31434dab410e8efec808ed
出典データセット
uspto-grants-2006_08
特許番号
US07087759B2

関連ノート

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