Pyridine → 2-Pivaloyloxy-5-bromo-6-methylbenzoic acid

HRID 365960

反応式

HRID 365960 の反応式
[OH:1][C:2]1[CH:10]=[CH:9][C:8]([Br:11])=[C:7]([CH3:12])[C:3]=1[C:4]([OH:6])=[O:5].[C:13](Cl)(=[O:18])[C:14]([CH3:17])([CH3:16])[CH3:15].O1CCCC1.N1C=CC=CC=1>O.C(OCC)(=O)C>[C:13]([O:1][C:2]1[CH:10]=[CH:9][C:8]([Br:11])=[C:7]([CH3:12])[C:3]=1[C:4]([OH:6])=[O:5])(=[O:18])[C:14]([CH3:17])([CH3:16])[CH3:15]

参加物

7

反応物 4

HCID 1049PyridineHCID 8028TetrahydrofuranHCID 62493Pivaloyl chlorideHCID 110534513-Bromo-6-hydroxy-2-methylbenzoic acid

生成物 1

HCID 232932342-Pivaloyloxy-5-bromo-6-methylbenzoic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 1B (6.45 g, 28 mmol), pivaloylchloride (3.62 g, 30 mmol), tetrahydrofuran (60 ml) and pyridine (2.45 ml) is stirred at room temperature for 16 hours. The reaction mixture is diluted with water and ethyl acetate. The organic phase is washed with water twice. The organic phase is concentrated in vacuo and the residue is re-crystallized from petrol ethers/diisopropylether (9:1 v/v) yielding the pure product as a white crystals, 6.3 g, (71.6%), mp. 144-145° C.

後処理

  1. washThe organic phase is washed with water twice
  2. concentrationThe organic phase is concentrated in vacuo
  3. customthe residue is re-crystallized from petrol ethers/diisopropylether (9:1 v/v)

出典と根拠

ORDレコード
ord-32e49ff7cf8e465b838d4cd342ec1d7d
出典データセット
uspto-grants-2000_10
特許番号
US06127570

関連ノート

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