4-Ethoxyaniline → HCID 178420283, compound

HRID 634759Notes

Reaction equation

HRID 634759 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][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=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(N)C=CC(OCC)=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][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=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

4

Reactant 3

HCID 90764-EthoxyanilineHCID 212604934-(4-Benzyloxyphenyl)cyclohexanoneHCID 178420282HCID 178420282, compound

Product 1

HCID 178420283HCID 178420283, compoundYield 15%

Procedure

Following the general method of example 3, cis-[4-(4-benzyloxy-phenyl)-cyclohexyl]-phenethyl-amine, (260 mg; 11% light yellow oil, MS: m/e=386.2 (M+H+)) trans-[4-(4-benzyloxy-phenyl)-cyclohexyl]-phenethyl-amine (370 mg; 15 % white crystals, MS: m/e=386.3 (M+H+)) were prepared from 4-(4-benzyloxy-phenyl)-cyclohexanone (1.8 g; 6.4 mmol) and phenetylamine (0.78 g; 6.4 mmol).

Sources & evidence

ORD record
ord-fbde65fb161a41029f71c3d35e65fafa
Source dataset
uspto-grants-2001_02
Patent number
US06184236B2

Reaction notes

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