Ethyl orthoformate → 1-benzyl-4,5-dihydro-1H-imidazole

반응식

NCCC[N:5]1[CH2:9][CH2:8][N:7]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:6]1=O.C(NCCN)C1C=CC=CC=1.C(OC(OCC)OCC)C>>[CH2:10]([N:7]1[CH2:8][CH2:9][N:5]=[CH:6]1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

참가 물질

반응물 3

HCID 31214Ethyl orthoformate

HCID 77801N-Benzylethylenediamine

HCID 69224605HCID 69224605, 화합물

생성물 1

HCID 108774221-benzyl-4,5-dihydro-1H-imidazole

실험 절차

As shown in FIG. 9B (Scheme 4), the synthesis of 1-(3-aminopropyl)-3-benzylimidazolidin-2-one (35) will be performed by treating the starting material N1-benzylethane-1,2-diamine with diethoxymethoxyethane to form 1-benzyl-4,5-dihydro-1H-imidazole. The imidazole intermediate will be treated with BuLi (forming a lithiate) followed by quenching with water to form the final intermediate 1-benzylimidazolidin-2-one. Treating the imidazolidinone with NaH followed by Br—(CH2)3—N(SiMe3)2 under reducing conditions will afford the intermediate 35.

출처 및 근거

ORD 기록: ord-79d5c8a412904410b706e10077374923
출처 데이터셋: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07470703B1

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