4-Butylphenol → HCID 20496411, compound

HRID 1074383Notes

Reaction equation

HRID 1074383 reaction equation
[CH2:1]([CH:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:16]([OH:18])=[O:17])[CH:12]=2)[CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5].[CH2:19]([C:23]1[CH:28]=[CH:27][C:26](O)=[CH:25][CH:24]=1)[CH2:20][CH2:21][CH3:22]>N1C=CC=CC=1>[CH2:1]([CH:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:16]([O:18][C:26]3[CH:27]=[CH:28][C:23]([CH2:19][CH2:20][CH2:21][CH3:22])=[CH:24][CH:25]=3)=[O:17])[CH:12]=2)[CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 154204-ButylphenolHCID 20450618HCID 20450618, compound

Product 1

HCID 20496411HCID 20496411, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Analogously to Example 1, 2.0 g of 2-pentyl-1,2,3,4-tetrahydronaphthalene-6-carboxylic acid are converted into the acid chloride and this is reacted with 1.202 g of p-butylphenol in 5 ml of absolute pyridine. There are obtained 3.0 g of crude p-butylphenyl 2-pentyl-1,2,3,4-tetrahydro-6-naphthoate for purification, is chromatographed on 95 g of silica gel. Elution with hexane/toluene (1:1) yields 2.8 g of substance which is recrystallized from ether/hexane up to constant melting point and clearing point and dried up to constant weight in a high vacuum (0.01 mbar). There are obtained colorless crystals of p-butylphenyl 2-pentyl-1,2,3,4-tetrahydro-6-naphthoate; m.p. 48.1° C., cl.p. 80.7° C.

Sources & evidence

ORD record
ord-f9c80f160a614e038e58152ed00325bf
Source dataset
uspto-grants-1983_07
Patent number
US04391731

Reaction notes

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