Hydrochloric Acid → 2-(1,10-Phenanthrolin-2-yl)phenol

HRID 1395937노트

반응식

HRID 1395937 반응식
Cl.N1C=CC=CC=1.[Cl-].Cl.C[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[CH:31]=[CH:30][C:29]2[C:20](=[C:21]3[C:26](=[CH:27][CH:28]=2)[CH:25]=[CH:24][CH:23]=[N:22]3)[N:19]=1>O>[OH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[CH:31]=[CH:30][C:29]2[C:20](=[C:21]3[C:26](=[CH:27][CH:28]=2)[CH:25]=[CH:24][CH:23]=[N:22]3)[N:19]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 866307712-(2-Methoxyphenyl)-1,10-Phenanthroline Hydrochloride Chloride

생성물 1

HCID 1359757322-(1,10-Phenanthrolin-2-yl)phenol

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
140 °C

실험 절차

Concentrated HCl (17.6 mL) and pyridine (16 mL) were mixed together at room temperature. The resulting solution was heated on a sand bath while passing nitrogen over the surface of the solution and the distillate collected in a Dean-Stark trap. The internal temperature of the reaction was allowed to reach 215-220° C. over a 1 hour period. The solution was allowed to cool to 140° C. and 2-(2-methoxyphenyl)-1,10-phenanthroline hydrochloride chloride (6 g, 18.59 mMole) then added. With good stirring, the temperature of the resulting solution was allowed to rise back again to 215-220° C. and held at this temperature for 3 hours. The solution was then cooled to 100° C. and treated carefully with water (10 mL), then finally poured into an excess of water (70 mL) to precipitate a gummy solid. With good stirring, the pH of the solution was adjusted to 6-7 with solid Na2CO3. The orange solid was filtered off, washed well with water and dried. Yield of the 2-(2-hydroxyphenyl)-1,10-phenanthroline was 4.6 g.

후처리

  1. temperatureThe resulting solution was heated on a sand bath
  2. distillationthe distillate collected in a Dean-Stark trap
  3. customto rise back again to 215-220° C.
  4. waitheld at this temperature for 3 hours
  5. temperatureThe solution was then cooled to 100° C.
  6. customto precipitate a gummy solid
  7. filtrationThe orange solid was filtered off
  8. washwashed well with water
  9. customdried

출처 및 근거

ORD 기록
ord-7a0bfa03501545beb2acd206e38eb78f
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08900722B2

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