Sodium Hydroxide → HCID 66801910、化合物

HRID 449926ノート

反応式

HRID 449926 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]([C:12]([O:14]C)=[O:13])[CH:9]=[C:8]([F:16])[C:3]=1[C:4]([O:6][CH3:7])=[O:5].[OH-].[Na+]>O1CCCC1>[Cl:1][C:2]1[CH:11]=[C:10]([CH:9]=[C:8]([F:16])[C:3]=1[C:4]([O:6][CH3:7])=[O:5])[C:12]([OH:14])=[O:13]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 66801766HCID 66801766、化合物

生成物 1

HCID 66801910HCID 66801910、化合物収率 96%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of dimethyl 2-chloro-6-fluoroterephthalate (2.784 g, 11.3 mmoles) in tetrahydrofuran (20 mL) was added a solution of 1 N NaOH (12.4 mmol, 12.4 mL). The reaction mixture was stirred at room temperature for 30 min. The reaction was concentrated under reduced pressure and the residue was suspended in water (10 mL). The aqueous solution was acidified to pH 3 with 1 N HCl. The resulting white precipitate was collected by filtration, washed with water and ether, dried in high vacuum to afford 3-chloro-5-fluoro-4-(methoxycarbonyl)benzoic acid as a white solid (2.52 g, yield: 96%). 1H NMR (400 MHz, CDCl3) δ 7.96 (s, 1H), 7.76 (dd, J=8.8, 1.3 Hz, 1H), 4.01 (s, 3H). LCMS (APCI+) [M+H]+233.0.

後処理

  1. concentrationThe reaction was concentrated under reduced pressure
  2. filtrationThe resulting white precipitate was collected by filtration
  3. washwashed with water and ether
  4. customdried in high vacuum

出典と根拠

ORDレコード
ord-588e676ff8d74d5e9bae935201a49f17
出典データセット
uspto-grants-2013_07
特許番号
US08486950B2

反応ノート

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