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

HRID 709775노트

반응식

HRID 709775 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e494243bc53f46e5839657613ad8c13c
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181186B2

반응 노트

불러오는 중…