Water → HCID 178447905, compound

HRID 435096Notes

Reaction equation

HRID 435096 reaction equation
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[C:12]([NH2:17])[CH:11]=2)[CH2:6][CH2:5]1)[CH2:2][CH3:3].C(=O)([O-])[O-].[K+].[K+].[CH2:24](Br)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.O>CN(C)C=O>[CH2:24]([O:16][C:13]1[CH:14]=[CH:15][C:10]([C@H:7]2[CH2:8][CH2:9][C@H:4]([CH2:1][CH2:2][CH3:3])[CH2:5][CH2:6]2)=[CH:11][C:12]=1[NH2:17])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 178447916HCID 178447916, compound

Product 1

HCID 178447905HCID 178447905, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

116.5 g of 4-(trans-4-n-propylcyclohexyl)-2-amino-phenol, 80 g of potassium carbonate and 110 g of benzyl bromide are heated to 100° for 10 seconds in 500 ml of N,N-dimethyl-formamide. Subsequently, the reaction mixture is poured into 1 l of water. From the mixture obtained, the 4-(trans-4-n-propylcyclohexyl)-2-aminophenyl benzyl ether formed is extracted with dichloromethane and, after distilling off of the extraction agent, is recrystallized from isopropanol; yield 120 g.

Workup

  1. customFrom the mixture obtained

Sources & evidence

ORD record
ord-1f1c0a64b15840fc93c2a3bbe5074841
Source dataset
uspto-grants-1983_08
Patent number
US04400293

Reaction notes

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