Ammonia → 1-(4-Hydroxyphenyl)cyclopentane-1-carboxamide

반응식

O[N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2N=N1.Cl.C(N=C=NC[CH2:18][CH2:19]N(C)C)C.CN1CC[O:27]CC1.N.[O:31]1[CH2:35][CH2:34][CH2:33][CH2:32]1>>[OH:31][C:35]1[CH:19]=[CH:18][C:32]([C:7]2([C:6]([NH2:2])=[O:27])[CH2:8][CH2:9][CH2:10][CH2:5]2)=[CH:33][CH:34]=1

참가 물질

반응물 5

HCID 222Ammonia

HCID 79724-Methylmorpholine

HCID 8028Tetrahydrofuran

HCID 757711-Hydroxybenzotriazole

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

생성물 1

HCID 188010961-(4-Hydroxyphenyl)cyclopentane-1-carboxamide

실험 절차

1-Hydroxybenzotriazole (3.68 g, Aldrich), 1-Ethyl-3-(3-Dimethylaminopropyl)-carbodiimide hydrochloride (5.28 g Sigma) and N-Methylmorpholine (2.78 g, Aldrich) were added, under nitrogen, to a stirred solution of the product from Example 4(a) (5.0 g) in dry tetrahydrofuran (THF). The mixture was stirred at RT for four hours, then slowly added to liquid ammonia (excess) at -60° C. After one hour, the mixture was warmed to RT and stirred overnight.