Sodium Hydroxide → 1-Methyl 2,6-dichloro-1,4-benzenedicarboxylate

HRID 449896

反応式

HRID 449896 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]([C:12]([O:14]C)=[O:13])[CH:9]=[C:8]([Cl:16])[C:3]=1[C:4]([O:6][CH3:7])=[O:5].[OH-].[Na+]>C1COCC1.O>[Cl:1][C:2]1[CH:11]=[C:10]([CH:9]=[C:8]([Cl:16])[C:3]=1[C:4]([O:6][CH3:7])=[O:5])[C:12]([OH:14])=[O:13]

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 7730227Dimethyl 2,6-dichloroterephthalate

生成物 1

HCID 186730161-Methyl 2,6-dichloro-1,4-benzenedicarboxylate収率 41%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of dimethyl 2,6-dichloroterephthalate (186 g, 707 mmol) in THF (600 mL) at room temperature was added a solution of sodium hydroxide (29.7 g, 742 mmol) in water (600 mL). The reaction mixture was stirred at room temperature for 48 hours and concentrated under reduce pressure to a volume of 600 mL. The residue was diluted with water (400 mL), cooled to 0° C. and acidified with 1 N HCl (800 mL). The resulting precipitate was collected by filtration and dried in vacuo to give 3,5-dichloro-4-(methoxycarbonyl)benzoic acid (72 g, yield: 41%) as a white solid: 1H NMR (400 MHz, DMSO-d6) δ 3.90 (s, 3H), 7.92 (s, 2H). LCMS (ESI) m/z: 249.0 [M+H+].

後処理

  1. concentrationconcentrated
  2. additionThe residue was diluted with water (400 mL)
  3. temperaturecooled to 0° C.
  4. filtrationThe resulting precipitate was collected by filtration
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-dc4e716fcd2045819e928afaa7badd4e
出典データセット
uspto-grants-2013_07
特許番号
US08486950B2

関連ノート

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