1,4-Dichlorophthalazine → 1-(4-Chlorophthalazin-1-yl)-7-methoxynaphthalen-2-ol

HRID 1711978

반응식

HRID 1711978 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([Cl:12])=[N:4][N:3]=1.[CH3:13][O:14][C:15]1[CH:24]=[C:23]2[C:18]([CH:19]=[CH:20][C:21]([OH:25])=[CH:22]2)=[CH:17][CH:16]=1.[Cl-].[Al+3].[Cl-].[Cl-]>ClCCCl>[Cl:12][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([C:22]2[C:23]3[C:18](=[CH:17][CH:16]=[C:15]([O:14][CH3:13])[CH:24]=3)[CH:19]=[CH:20][C:21]=2[OH:25])=[N:3][N:4]=1

참가 물질

5

반응물 3

HCID 784901,4-DichlorophthalazineHCID 8531737-Methoxy-2-naphtholHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 1363434531-(4-Chlorophthalazin-1-yl)-7-methoxynaphthalen-2-ol수율 80%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

In a 1 L flask under nitrogen were mixed 1,4-dichlorophthalazine (11.4 g, 57.3 mmol) with 7-methoxy-naphthalen-2-ol (10.0 g, 57.5 mmol). To this was added 1,2-dichloroethane (450 ml). After stirring for 10 min, aluminum chloride (7.64 g, 57.4 mmol) was added. The resulting suspension was stirred for 20 hrs at 80° C. After cooling to room temperature, the black suspension was poured on ice-water (500 ml) and stirred for 1 hr. The two layers were separated. The aqueous layer was extracted with dichloromethane (3×200 ml). The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure. The crude solid was triturated with dichloromethane (35 ml) for 1 hr and collected by filtration to give 15.2 g of the title compound as a grey solid. (Yield: 80%)

후처리

  1. stirringThe resulting suspension was stirred for 20 hrs at 80° C
  2. additionthe black suspension was poured on ice-water (500 ml)
  3. stirringstirred for 1 hr
  4. customThe two layers were separated
  5. extractionThe aqueous layer was extracted with dichloromethane (3×200 ml)
  6. dry with materialThe combined organic layers were dried over sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe crude solid was triturated with dichloromethane (35 ml) for 1 hr
  9. filtrationcollected by filtration

출처 및 근거

ORD 기록
ord-ed23b821dc2e4ab4985a78b5a2f88016
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07790882B2

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