Water → Methyl 5-(benzyloxy)-6-chloronicotinate

HRID 709775ノート

反応式

HRID 709775 の反応式
[Cl:1][C:2]1[C:11]([OH:12])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:19](Br)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.O>CN(C=O)C>[CH2:19]([O:12][C:11]1[C:2]([Cl:1])=[N:3][CH:4]=[C:5]([CH:10]=1)[C:6]([O:8][CH3:9])=[O:7])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

6

反応物 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 46941479Methyl 6-chloro-5-hydroxynicotinate

生成物 1

HCID 71496987Methyl 5-(benzyloxy)-6-chloronicotinate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of methyl 6-chloro-5-hydroxynicotinate (3.71 g) in DMF (30 mL) were added potassium carbonate (5.47 g) and benzyl bromide (2.59 mL), and the mixture was stirred at room temperature for 30 min. Water was added to the reaction mixture at 0° C., and the resulting precipitate was collected by filtration. The obtained crude crystals were washed with water and hexane, and dried at 50° C. for 15 min under reduced pressure to give a crude product of the title compound (4.57 g) as a pale-yellow solid. This compound was used for the next step without further purification.

後処理

  1. filtrationthe resulting precipitate was collected by filtration
  2. customThe obtained crude crystals
  3. washwere washed with water and hexane
  4. customdried at 50° C. for 15 min under reduced pressure

出典と根拠

ORDレコード
ord-e494243bc53f46e5839657613ad8c13c
出典データセット
uspto-grants-2015_11
特許番号
US09181186B2

反応ノート

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