Chlorphentermine → HCID 22640794, compound

HRID 2415327Notes

Reaction equation

[O:1]1[CH:3]([CH2:4][O:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH2:2]1.[CH3:12][C:13]([NH2:23])([CH3:22])[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=1>>[ClH:21].[OH:1][CH:3]([CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:2][NH:23][C:13]([CH3:22])([CH3:12])[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=1

Participants

Reactant 2

HCID 10007Chlorphentermine

HCID 31217Phenyl glycidyl ether

Product 1

HCID 22640794HCID 22640794, compoundYield 10.3%

Procedure

Using the method of Example 6, supra, 1,2-epoxy-3-phenoxypropane (950 mg, 6.3 mmol) and 1,1-dimethyl-2-(4-chlorophenyl)ethylamine (1.45 g, 7.9 mmol) were used to prepare 150 mg of the title compound as a white solid: GC/EI-MS, m/z (rel. int.) 318 (M−15, 7), 209 (47), 208 (100), 127 (11), 125 (33), 114 (13), 107 (12), 77 (23), 71 (16), 70 (29), 58 (13).

Sources & evidence

ORD record: ord-75021d2cfeb84bc3be0f293dcab6ff4b
Source dataset: uspto-grants-2004_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06818660B2

Reaction notes

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