[kapital]

Would this reaction be SN1 or S12 type? Thanx for answer.

[chenbeier]

I think, if you mix it how it is nothing will happen. If you add NaOH to the Phenole compound before then I think it is SN2

[kapital]

Yes I think with addition of base. Why SN2?

[OrganicDan96]

what do you know about SN1 reactions vs SN2 reactions, what are the substrate requirements.

can you describe the mechanism of these reactions?

[Babcock_Hall]

@OP,

It is a forum rule (see red link) that you show us your attempt or give us your thoughts, before we can help you.

[kapital]

SN1 does not occur with primary electrophiles, unless stabilisating group is presented, so if reaction doess happen it is SN2?

[OrganicDan96]

SN1 does not occur with primary electrophiles, unless stabilisating group is presented, so if reaction doess happen it is SN2?

yes but do you know why?

[kapital]

Carbocation is not enough stable, so it does not form?

[kapital]

What aboaut intramolecular hydrogen bonding?(alchohol and ester) Would it have effect on reaction?

[Babcock_Hall]

I don't have direct experience with this situation, but I would give some thought to the inertness or lability of the other functional group in your aromatic compound, and how its reactivity might affect one's choice of base, as a practical matter.  This issue is tangential to the question of mechanism of the substitution, however.

[kapital]

Yes I know, I am interested in theoretical and practical aspects of the reaction. Why would be the choice of base important? Shouldnt anything of NaOH or stronger be enoug to take proton away?

[Babcock_Hall]

If you use NaOH, I would worry about a side reaction involving the ester (can you identify it?).  Also phenolic protons are more acidic than aliphatic alcohols (for example, ethanol), which can be seen by comparing their pK_a values.  Therefore, I would consider both thermodynamic (how strong it is) and kinetic (how reactive it is) properties of the base.

[OrganicDan96]

potassium carbonate works quite well as a base for these type of reactions

[wildfyr]

NaOH would cause elimination of the chloride faster than SN2 of the phenol. And potassium carbonate is the classic base for this reaction, typically referred to the Williamson ether synthesis.

[Babcock_Hall]

@OP,
Why don't you compare the pK_a values for the conjugate acids of carbonate and hydroxide with each other and with the pK_a of the phenol?

The possible side reaction I mentioned is base-promoted hydrolysis of the carboxylic ester.