2-Naphthalenecarboxaldehyde → HCID 22876505, compound

HRID 1459056Notes

Reaction equation

[CH:1]1[CH:6]=[CH:5][C:4]([CH:7]([NH2:10])[CH2:8][OH:9])=[CH:3][CH:2]=1.[CH:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][C:12]=1[CH:21]=O>>[CH:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][C:12]=1[CH2:21][NH:10][C@H:7]([C:4]1[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1)[CH2:8][OH:9]

Participants

Reactant 2

HCID 62012-Naphthalenecarboxaldehyde

HCID 924662-Amino-2-phenylethanol

Product 1

HCID 22876505HCID 22876505, compound

Procedure

Using 1.00 g (7.29 mmol) of (R)-phenylglycinol ((R)-VIII-2) and β-naphthoaldehyde, a similar operation was carried out to obtain (R)-N-(β-naphthyl)methyl-2-phenylglycinol (2.01 g) ((R)-II-3) quantitatively. ##STR317## [α] D20 ÷3.1° (C=0.1, CH 3OH) 1 H-NMR (CDCl3) δ ppm: 7.30-7.80 (12 H, m, aromatic-H), 3.50-4.30 (5 H, m, other-H), 2.30 (1 H, br, OH), 2.02 (1 H, br s, NH)

Sources & evidence

ORD record: ord-33524f4d54534784bf3ae3a78fb23f3d
Source dataset: uspto-grants-1998_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05852221

Reaction notes

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