4-Chlorophenol → 4-(4-Chlorophenoxy)-1-[3-(6-fluoro-1,2-benzisoxazol-3-yl)propyl]-piperidine hydrochloride

HRID 1248493ノート

反応式

HRID 1248493 の反応式
[F:1][C:2]1[CH:20]=[CH:19][C:5]2[C:6]([CH2:9][CH2:10][CH2:11][N:12]3[CH2:17][CH2:16][CH:15]([OH:18])[CH2:14][CH2:13]3)=[N:7][O:8][C:4]=2[CH:3]=1.[Cl:21][C:22]1[CH:27]=[CH:26][C:25](O)=[CH:24][CH:23]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>C1C=CC=CC=1>[ClH:21].[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([O:18][CH:15]2[CH2:14][CH2:13][N:12]([CH2:11][CH2:10][CH2:9][C:6]3[C:5]4[CH:19]=[CH:20][C:2]([F:1])=[CH:3][C:4]=4[O:8][N:7]=3)[CH2:17][CH2:16]2)=[CH:24][CH:23]=1

参加物

6

反応物 4

HCID 46844-ChlorophenolHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 133198661-[3-(6-Fluoro-1,2-benzisoxazol-3-yl)propyl]-4-hydroxypiperidine

生成物 1

HCID 133198684-(4-Chlorophenoxy)-1-[3-(6-fluoro-1,2-benzisoxazol-3-yl)propyl]-piperidine hydrochloride収率 61.8%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒2 回

実験手順

To a solution of 9.5 g of 1-[3-(6-fluoro-1,2-benzisoxazol-3-yl)propyl]-4-hydroxypiperidine, 4.5 g of 4-chlorophenol and 9.8 g triphenylphosphine in 250 ml of benzene, cooled with an ice-bath, was slowly added over one hour a solution of 6.4 g of diethyl azodicarboxylate in 60 ml of benzene. After stirring one hr at ambient temperature, the reaction mixture was filtered and then concentrated to an oil. The oil was treated with ethereal hydrogen chloride to give 4.6 g (32%) of product, mp 209°-211° C. Recrystallization from ethyl acetate/methanol gave the analytical sample, mp 212°-213° C. (dec).

後処理

  1. filtrationthe reaction mixture was filtered
  2. concentrationconcentrated to an oil
  3. additionThe oil was treated with ethereal hydrogen chloride

出典と根拠

ORDレコード
ord-36442cc1b0a24265a0a5c727a85ce549
出典データセット
uspto-grants-1985_06
特許番号
US04524209

反応ノート

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