Sodium Hydroxide → 2-(Benzo[d]oxazol-2-yl)nicotinic acid

HRID 1400237ノート

反応式

HRID 1400237 の反応式
[OH-].[Na+].[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[C:4]1[C:12]1[N:22]=[CH:21][CH:20]=[CH:19][C:13]=1[C:14]([O:16]CC)=[O:15]>CCO>[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[C:4]1[C:12]1[N:22]=[CH:21][CH:20]=[CH:19][C:13]=1[C:14]([OH:16])=[O:15]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 67540260Ethyl 2-(benzo[d]oxazol-2-yl)nicotinate

生成物 1

HCID 675405322-(Benzo[d]oxazol-2-yl)nicotinic acid

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

NaOH (1.65 mL, 2M in water) was added to a solution of ethyl 2-(benzo[d]oxazol-2-yl)nicotinate (290 mg, 0.973 mmol) in EtOH. After stirring for 3 h at room temperature the solvent was removed in vacuo. The residue was dissolved in water (4 mL) and dilute HCl (1.8 mL, 2M in water) was added resulting in pH 2-3 of the mixture. The mixture was extracted with dichloromethane. The combined organic layers were washed with saturated aqueous NaCl solution and dried over MgSO4. Removal of the solvent provided the title compound (190 mg, 81%); ESI-MS [M+H+]=241.1.

後処理

  1. customwas removed in vacuo
  2. dissolutionThe residue was dissolved in water (4 mL)
  3. additiondilute HCl (1.8 mL, 2M in water) was added

出典と根拠

ORDレコード
ord-5ae51abd7b2042dfaa112115988f8ffd
出典データセット
uspto-grants-2014_12
特許番号
US08906941B2

反応ノート

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