3-Phenylpropylamine → HCID 178420266, compound

HRID 634760Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]2[CH2:20][CH2:19][C@H:18]([NH:21][CH2:22][CH2:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:17][CH2:16]2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC1C=CC(C2CCC(=O)CC2)=CC=1)C1C=CC=CC=1.C1(CCCN)C=CC=CC=1>>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@H:15]2[CH2:16][CH2:17][C@H:18]([NH:21][CH2:22][CH2:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:19][CH2:20]2)=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 3

HCID 162593-Phenylpropylamine

HCID 212604934-(4-Benzyloxyphenyl)cyclohexanone

HCID 178420265HCID 178420265, compound

Product 1

HCID 178420266HCID 178420266, compoundYield 30%

Procedure

Following the general method of example 3, cis-[4-(4-benzyloxy-phenyl)-cyclohexyl]-(3-phenyl-propyl)-amine, (710 mg; 17% light yellow oil, MS: m/e=400.4 (M+H+)) trans-[4-(4-benzyloxy-phenyl)-cyclohexyl]-(3-phenyl-propyl)-amine (1.26 g; 30% white crystals, MS: m/e=400.4 (M+H+)) were prepared from 4-(4-benzyloxy-phenyl)-cyclohexanone (3.0 g; 10.7 mmol) and 3-phenyl-propylamine(1.45 g; 10.7 mmol).

Sources & evidence

ORD record: ord-bbcfa144d06f42969cb801f2d7e63091
Source dataset: uspto-grants-2001_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06184236B2

Reaction notes

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