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

HRID 1711978

反応式

HRID 1711978 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

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%)

後処理

  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

出典と根拠

ORDレコード
ord-ed23b821dc2e4ab4985a78b5a2f88016
出典データセット
uspto-grants-2010_09
特許番号
US07790882B2

関連ノート

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