Hydrochloric Acid → 4,6-Dichloronicotinic acid

HRID 857502ノート

反応式

HRID 857502 の反応式
[OH-].[Na+].C([O:5][C:6](=[O:15])[C:7]1[C:12]([Cl:13])=[CH:11][C:10]([Cl:14])=[N:9][CH:8]=1)C.C1COCC1.Cl>CCOC(C)=O.O.CO>[Cl:13][C:12]1[C:7]([C:6]([OH:15])=[O:5])=[CH:8][N:9]=[C:10]([Cl:14])[CH:11]=1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 600045Ethyl 4,6-dichloropyridine-3-carboxylate

生成物 1

HCID 8171584,6-Dichloronicotinic acid収率 96%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Sodium hydroxide (40 mL, 6.25 M solution) was added to a stirred solution of 4,6-dichloronicotinic acid ethyl ester (22) (25.95 g, 118 mmol) in 4:1:1 THF:MeOH:water (600 mL). After 30 minutes, the reaction mixture was acidified to pH 2 with concentrated HCl, diluted with 1:1 EtOAc:Et2O and washed with water and brine. The organic layer was dried (Na2SO4) and concentrated. The resulting off-white solid was twice concentrated from toluene to give the desired product (23) as a white solid (21.73 g, 96%).

後処理

  1. washEt2O and washed with water and brine
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. concentrationconcentrated
  4. concentrationThe resulting off-white solid was twice concentrated from toluene

出典と根拠

ORDレコード
ord-a4d64439905f4d4e99c7339883d32d6c
出典データセット
uspto-grants-2006_12
特許番号
US07144907B2

反応ノート

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