2-Amino-2-ethyl-1,3-propanediol → 2-Ethyl-2-((3-fluoranthenylmethyl)amino)-1,3-propanediol hydrochloride

HRID 1381806Notes

Reaction equation

[ClH:1].[CH:2]1[C:16]2=[C:17]3[C:9]([C:10]4[C:15]2=[CH:14][CH:13]=[CH:12][CH:11]=4)=[CH:8][CH:7]=[CH:6][C:5]3=[C:4]([CH2:18][NH:19][C:20]([CH3:25])([CH2:23][OH:24])[CH2:21][OH:22])[CH:3]=1.[CH:26]1C2=C3C(C4C2=CC=CC=4)=CC=CC3=C(C=O)C=1.NC(CC)(CO)CO>>[ClH:1].[CH2:25]([C:20]([NH:19][CH2:18][C:4]1[CH:3]=[CH:2][C:16]2[C:15]3[C:10]([C:9]4[C:17]=2[C:5]=1[CH:6]=[CH:7][CH:8]=4)=[CH:11][CH:12]=[CH:13][CH:14]=3)([CH2:21][OH:22])[CH2:23][OH:24])[CH3:26]

Participants

Reactant 3

HCID 82822-Amino-2-ethyl-1,3-propanediol

HCID 1811133-Fluoranthenecarboxaldehyde

HCID 3024572773U82 Hydrochloride

Product 1

HCID 133753632-Ethyl-2-((3-fluoranthenylmethyl)amino)-1,3-propanediol hydrochloride

Procedure

Using the reductive amination procedure described in 1D, 3-fluoranthenecarbaldehyde (1A) and 2-amino-2-ethyl-1,3-propanediol (Aldrich) gave 2-ethyl-2-((3-fluoranthenylmethyl)amino)-1,3-propanediol hydrochloride mp 250°-252° (dec), (CH3OH/Et2O), (C, H, Cl, N).

Sources & evidence

ORD record: ord-03f5c27e6df442b7b66c5efe860cf4df
Source dataset: uspto-grants-1989_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04803222

Reaction notes

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