4-Ethoxyphenol → HCID 20496414, compound

HRID 1074382Notes

Reaction equation

HRID 1074382 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]([O:21][C:22]1[CH:27]=[CH:26][C:25](O)=[CH:24][CH:23]=1)[CH3:20]>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:25]3[CH:26]=[CH:27][C:22]([O:21][CH2:19][CH3:20])=[CH:23][CH:24]=3)=[O:17])[CH:12]=2)[CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 121504-EthoxyphenolHCID 20450618HCID 20450618, compound

Product 1

HCID 20496414HCID 20496414, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Analogously to Example 1, 6.16 g of 2-pentyl-1,2,3,4-tetrahydronaphthalene-6-carboxylic acid are converted into the acid chloride and this is reacted with 3.45 g of p-ethoxyphenol in 15 ml of absolute pyridine. There are obtained 8.9 g of crude p-ethoxyphenyl 2-pentyl-1,2,3,4-tetrahydro-6-naphthoate which, for purification, is chromatographed on 230 g of silica gel. Elution with toluene/hexane (1:1) and toluene/hexane (7:3) yields 8.8 g of substance which are recrystallized from acetone/hexane up to constant melting point and clearing point and dried in a high vacuum (0.01 mbar). There are obtained colorless crystals of p-ethoxy-phenyl 2-pentyl-1,2,3,4-tetrahydro-6-naphthalene; m.p. 95.4°-96.2° C., cl.p. 119.0°-119.4° C.

Sources & evidence

ORD record
ord-ede758755d5f4e09a7e77aa00c3033de
Source dataset
uspto-grants-1983_07
Patent number
US04391731

Reaction notes

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