Bromine → 2,4-Bis(acetoxymethyl)bromobenzene

HRID 382829노트

반응식

HRID 382829 반응식
[C:1]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][O:13][C:14](=[O:16])[CH3:15])[CH:7]=1)(=[O:3])[CH3:2].C([O-])(=O)C.[Na+].[Br:22]Br.S([O-])([O-])=O.[Na+].[Na+]>C(O)(=O)C>[C:1]([O:4][CH2:5][C:6]1[CH:7]=[C:8]([CH2:12][O:13][C:14](=[O:16])[CH3:15])[CH:9]=[CH:10][C:11]=1[Br:22])(=[O:3])[CH3:2]

참가 물질

6

반응물 4

HCID 24408BromineHCID 24437Sodium SulfiteHCID 517045Sodium AcetateHCID 12571717m-Xylylene glycol diacetate

생성물 1

HCID 99482912,4-Bis(acetoxymethyl)bromobenzene수율 97.7%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
25 °C

실험 절차

To a suspension of m-xylylene glycol diacetate (28.4 g) and sodium acetate (55.2 g) dispersed in glacial acetic acid (130 ml) was added dropwise bromine (102.5 g) over 30 min at 15-20° C., and the mixture was stirred at 20-30° C. for 13 hr. The reaction mixture was poured into 10% aqueous sodium sulfite solution (700 ml) in an ice bath. The mixture was stirred and extracted twice with ethyl acetate (250 ml). The ethyl acetate layer was washed 3 times with 10% aqueous sodium hydrogencarbonate solution (300 ml) and the solvent was evaporated to give an about 93:7 mixture (37.6 g, 97.6%) of 2,4-bis(acetoxymethyl)bromobenzene and 2,6-bis(acetoxymethyl)bromobenzene as a yellow oil. 2,4-bis(Acetoxymethyl)bromobenzene was isolated by preparative HPLC and used in the measurement.

후처리

  1. stirringThe mixture was stirred
  2. extractionextracted twice with ethyl acetate (250 ml)
  3. washThe ethyl acetate layer was washed 3 times with 10% aqueous sodium hydrogencarbonate solution (300 ml)
  4. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-77b36ee54f4c4f05bd0f4218595e7fc7
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06310222B1

반응 노트

불러오는 중…