Potassium Carbonate → 2-[(2-Chloro-4-nitrophenoxy)methyl]-6-methylpyridine

HRID 222035ノート

反応式

HRID 222035 の反応式
[CH3:1][C:2]1[N:7]=[C:6]([CH2:8][OH:9])[CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:16][C:17]1[CH:22]=[C:21]([N+:23]([O-:25])=[O:24])[CH:20]=[CH:19][C:18]=1F>CC#N>[Cl:16][C:17]1[CH:22]=[C:21]([N+:23]([O-:25])=[O:24])[CH:20]=[CH:19][C:18]=1[O:9][CH2:8][C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([CH3:1])[N:7]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 676882-Chloro-1-fluoro-4-nitrobenzeneHCID 707366-Methyl-2-pyridylmethanol

生成物 1

HCID 668773902-[(2-Chloro-4-nitrophenoxy)methyl]-6-methylpyridine収率 61.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
70 °C

実験手順

To 35 mL CH3CN was added (6-Methyl-pyridin-2-yl)-methanol (3.5 g, 28.4 mmol), followed by potassium carbonate (17.9 g, 129.6 mmol), and 2-Chloro-1-fluoro-4-nitrobenzene (6.48 g, 36.9 mmol). The suspension was stirred and heated at 70° C. for 30 h, after which time the bright yellow mixture was allowed to cool to rt. The contents were cooled to rt, filtered, and washed with CH2Cl2. The filtrate was concentrated in vacuo to a a light yellow solid which was triturated with Hex/EtOAc (5:1), yielding 2-[(2-chloro-4-nitrophenoxy)methyl]-6-methylpyridine (4.87 g, 61%) as a white solid.

後処理

  1. temperatureto cool to rt
  2. temperatureThe contents were cooled to rt
  3. filtrationfiltered
  4. washwashed with CH2Cl2
  5. concentrationThe filtrate was concentrated in vacuo to a a light yellow solid which
  6. customwas triturated with Hex/EtOAc (5:1)

出典と根拠

ORDレコード
ord-41c2a8d20bc14c2096ceb9be589da0ec
出典データセット
uspto-grants-2012_06
特許番号
US08207172B2

反応ノート

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