2-[2-(Hydroxymethyl)pyrrolidin-1-yl]acetonitrile → [1-(2-Amino-ethyl)-pyrrolidin-2-yl]-methanol

참여 물질

역할	이름	HCID	투입량
반응물	2-[2-(Hydroxymethyl)pyrrolidin-1-yl]acetonitrile	HCID 11513763	—
반응물	Aluminium lithium hydride	HCID 21226445	—
용매	Tetrahydrofuran	HCID 8028	—
생성물	[1-(2-Amino-ethyl)-pyrrolidin-2-yl]-methanol	HCID 21283823	63%

반응 단계

The method follows that of S6 using 2-hydroxymethyl-pyrrolidin-1-yl-acetonitrile (19.5 g, 0.139 mol), LiAlH4 (15.84 g, 0.417 mol) and dry THF (150 mL). The title-compound (12.5 g, 63%) was afforded as straw-coloured oil by kugelrohr distillation (142° C., 0.3 mbar). δH (250 MHz; CDCl3); 1.6-1.9 (m, 4H, CH2CH2CH2, CH2CH2CH), 1.98 (s (broad), 3H, NH2, OH), 2.3 (m, 1H), 2.45 (m, 1H), 2.55 (m, 1H), 2.75-2.85 (m, 3H), 3.19 (m, 1H, NCHCH2), 3.4 (2×d, 1H, J=3 Hz and J=11 Hz, 1×CHCH2OH), 3.6 (2×d, 1H, J=3 Hz and J=11 Hz, 1×CHCH2OH); IR υmax/cm−1; 3375 (NH2), 3300 (NH2), 3200 (OH), 2970-2800 (CH2, CH3), 1600, 1475, 1375, 1230 and 1060; FAB MS, m/z(M+H)+ 145.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07557215B2
출처 데이터셋	uspto-grants-2009_07
ORD ID	ord-951eb1dc297f4538bc06d40d52b4c8c5
출처 메모	uspto-grants-2009_07