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

HRID 280895노트

반응식

HRID 280895 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 241Benzene용매2회

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-1723d82be68848f695b653db700b60cd
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04591586

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