Hexane isopropanol diethylamine → HCID 58289958, compound

HRID 2088737Notes

Reaction equation

HRID 2088737 reaction equation
[CH3:1][N:2]([CH2:4][CH:5]1[CH2:14][C:13]2[CH:12]=[C:11]([NH2:15])[CH:10]=[CH:9][C:8]=2[CH2:7][CH2:6]1)[CH3:3].CCCCCC.C(O)(C)C.C(NCC)C>>[CH3:3][N:2]([CH2:4][C@H:5]1[CH2:14][C:13]2[CH:12]=[C:11]([NH2:15])[CH:10]=[CH:9][C:8]=2[CH2:7][CH2:6]1)[CH3:1].[CH3:3][N:2]([CH2:4][C@@H:5]1[CH2:14][C:13]2[CH:12]=[C:11]([NH2:15])[CH:10]=[CH:9][C:8]=2[CH2:7][CH2:6]1)[CH3:1]

Participants

4

Reactant 2

HCID 21973129Hexane isopropanol diethylamineHCID 67224036HCID 67224036, compound

Product 2

HCID 58289958HCID 58289958, compoundHCID 58290004HCID 58290004, compound

Procedure

7-[(Dimethylamino)methyl]-5,6,7,8-tetrahydronaphthalen-2-amine was optically resolved, using CHIRALPAK AD-H (20 mm×250 mm) (hexane/isopropanol/diethylamine=85/15/0.1) to obtain 237 mg of (7R*)-7-[(dimethylamino)methyl]-5,6,7,8-tetrahydronaphthalen-2-amine, and 243 mg of (7S*)-7-[(dimethylamino)methyl]-5,6,7,8-tetrahydronaphthalen-2-amine.

Sources & evidence

ORD record
ord-28550e0efdde4cc4b3ced0486792af9f
Source dataset
uspto-grants-2013_05
Patent number
US08436004B2

Reaction notes

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