Potassium Bromide → Methyl 3'-bromo-4'-methoxy-2-methylbiphenyl-4-carboxylate

HRID 537984노트

반응식

HRID 537984 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([O:17][CH3:18])=[O:16])=[CH:11][C:10]=2[CH3:19])=[CH:5][CH:4]=1.OOS([O-])=O.[K+].[K+].[Br-:27]>C(#N)C.O>[Br:27][C:8]1[CH:7]=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([O:17][CH3:18])=[O:16])=[CH:11][C:10]=2[CH3:19])[CH:5]=[CH:4][C:3]=1[O:2][CH3:1]

참가 물질

6

반응물 3

HCID 253877Potassium BromideHCID 23707502Potassium hydroxy sulfiteHCID 67065985Methyl 4-(4-methoxyphenyl)-3-methylbenzoate

생성물 1

HCID 67066022Methyl 3'-bromo-4'-methoxy-2-methylbiphenyl-4-carboxylate

시약·촉매·용매 2

HCID 962Water용매3회HCID 6342Acetonitrile용매

실험 절차

To a solution of methyl 4′-methoxy-2-methylbiphenyl-4-carboxylate (71.5 g, 0.279 mol) in acetonitrile (1.43 L) and water (572 mL) was added oxone (180.1 g, 0.293 mol). Then a solution of KBr (38.2 g, 0.321 mol) in water (143 mL) was slowly added over 30 minutes. The reaction was stirred for 2.5 hours, then water (715 mL) was added and the mixture was left standing for 1 hour. The solids were filtered and washed as follows: with a solution of MeCN/water (1:1, 350 mL, twice), water (700 mL, twice, then 350 mL) and dried to afford methyl 3′-bromo-4′-methoxy-2-methylbiphenyl-4-carboxylate. 1H NMR (CDCl3, 400 MHz) δ 7.94 (s, 1H), 7.89 (d, J=8.1 Hz, 1H), 7.53 (d, J=2.2 Hz, 1H), 7.3-7.2 (m, 2H), 6.97 (d, J=8.4 Hz, 1H), 3.96 (s, 3H), 3.94 (s, 3H), 2.32 (s, 3H).

후처리

  1. waitthe mixture was left
  2. waitstanding for 1 hour
  3. filtrationThe solids were filtered
  4. washwashed
  5. dry with materialwith a solution of MeCN/water (1:1, 350 mL, twice), water (700 mL, twice, then 350 mL) and dried

출처 및 근거

ORD 기록
ord-716a866b4f204bf6a7d056ea3eba6101
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08865707B2

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