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

HRID 365960

반응식

HRID 365960 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-32e49ff7cf8e465b838d4cd342ec1d7d
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06127570

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