Triphenylphosphine → 4-[3-(4-Cyanophenoxy)-1-pyrrolidinyl]pyridine

HRID 427459

반응식

HRID 427459 반응식
N(C(OCC)=O)=NC(OCC)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:32]([C:34]1[CH:39]=[CH:38][C:37]([OH:40])=[CH:36][CH:35]=1)#[N:33].O[CH:42]1[CH2:46][CH2:45][N:44]([C:47]2[CH:52]=[CH:51][N:50]=[CH:49][CH:48]=2)[CH2:43]1>O1CCCC1>[C:32]([C:34]1[CH:39]=[CH:38][C:37]([O:40][CH:46]2[CH2:42][CH2:43][N:44]([C:47]3[CH:52]=[CH:51][N:50]=[CH:49][CH:48]=3)[CH2:45]2)=[CH:36][CH:35]=1)#[N:33]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 130194-CyanophenolHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 219061981-(Pyridin-4-yl)pyrrolidin-3-ol

생성물 1

HCID 183570874-[3-(4-Cyanophenoxy)-1-pyrrolidinyl]pyridine수율 31.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of diethyl azodicarboxylate (1.73 ml) in dried tetrahydrofuran (10 ml) was added dropwise to a stirred mixture of triphenylphosphine (3.15 g), 4-cyanophenol (1.31 g) and 4-(3-hydroxy-1-pyrrolidinyl)pyridine (1.64 g) in dried tetrahydrofuran (45 ml), under an atmosphere of argon, at 5-7° C. The resulting solution was stirred at ambient temperature for 16 hours. The solid, which had separated, was filtered off and washed with diethyl ether to give 4-[3-(4-cyanophenoxy)-1-pyrrolidinyl]pyridine (823 mg) as an off-white solid, mp 182-185° C.

후처리

  1. customThe solid, which had separated
  2. filtrationwas filtered off
  3. washwashed with diethyl ether

출처 및 근거

ORD 기록
ord-1a4f082357614521941d6c72489f4643
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313127B1

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