Hydrogen Bromide → 7-Hydroxy-2-naphthoic acid

HRID 1640111노트

반응식

HRID 1640111 반응식
C[O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9]([C:13]([O:15]C)=[O:14])=[CH:10]2)=[CH:5][CH:4]=1.Br>CC(O)=O>[OH:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9]([C:13]([OH:15])=[O:14])=[CH:10]2)=[CH:5][CH:4]=1

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 10082020Methyl 7-methoxynaphthalene-2-carboxylate

생성물 1

HCID 145125257-Hydroxy-2-naphthoic acid수율 99.8%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
100 °C

실험 절차

A suspension of methyl 7-methoxy-2-naphthoate (37.21 g, 172 mmol) in 48% aqueous HBr (195 mL, 1.72 mol) and AcOH (190 mL) was heated at 100° C. for 4 h. The mixture gradually went into solution and then precipitated. The reaction mixture was cooled to rt, and water was added. The solid was filtered and washed with water. The solid was dissolved in 1N NaOH and washed with Et2O. The aqueous solution was acidified to pH 1 with concentrated HCl. The precipitate was filtered and washed with water, then dried under vacuum to give 7-hydroxy-2-naphthoic acid as an off-white solid (32.3 g, 99%). LCMS: (FA) ES− 187.1.

후처리

  1. customprecipitated
  2. temperatureThe reaction mixture was cooled to rt
  3. additionwater was added
  4. filtrationThe solid was filtered
  5. washwashed with water
  6. dissolutionThe solid was dissolved in 1N NaOH
  7. washwashed with Et2O
  8. filtrationThe precipitate was filtered
  9. washwashed with water
  10. customdried under vacuum

출처 및 근거

ORD 기록
ord-79a85e264a444954bbcdb2999b691693
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08110687B2

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