Hydrogen Bromide → 4,5-Dihydroxy-2-nitrobenzaldehyde

HRID 1982218

반응식

HRID 1982218 반응식
ClC[O:3][C:4]1[C:5]([OH:15])=[CH:6][C:7]([N+:12]([O-:14])=[O:13])=[C:8]([CH:11]=1)[CH:9]=[O:10].Br>>[OH:15][C:5]1[C:4]([OH:3])=[CH:11][C:8]([CH:9]=[O:10])=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1

참가 물질

3

반응물 2

HCID 260Hydrogen BromideHCID 114247525-Chloromethoxy-4-hydroxy-2-nitrobenzaldehyde

생성물 1

HCID 37823444,5-Dihydroxy-2-nitrobenzaldehyde수율 93%

실험 절차

5-Chloromethoxy-4-hydroxy-2-nitrobenzaldehyde (10) (3 g; 0.013 mol) is stirred at 23° C. with 15 ml 48% HBr for two days. The precipitate is removed by filtration, and washed well with H2O, giving 2.2 g (93%) of 4,5-dihydroxy-2-nitrobenzaldehyde (1). The remainder of the product is isolated by ether extraction of the filtrate. Drying the combined ether extracts over Na2SO4, filtering, and removing the ether at reduced pressure, gives the remaining 0.17 g (7%) of (1): mp 201°-203° C.; mass spectrum, m/e 183 (M+); 1HNMR (d6 -Me2CO) δ10.59 (br s,2H), δ10.2(s,1H), δ7.6(s,1H), δ7.3(s,1H).

후처리

  1. customThe precipitate is removed by filtration
  2. washwashed well with H2O

출처 및 근거

ORD 기록
ord-152d51ab762c4de391e6b7d9effed8ea
출처 데이터셋
uspto-grants-1986_06
특허 번호
US04595765

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