Methyl 7‐Hydroxyhept‐5‐ynoate

Methyl 7-hydroxyhept-5-ynoate intermediate: methyl 4-bromo-1-butanimidate hydrochloride intermediate: trimethyl ortho-4-bromobutanoate product: methyl 7-hydroxyhept-5-ynoate byproduct: methyl 4-(2-propynyloxy)butanoate Keywords: addition, to CN; addition, to CN; alkylation, C-alkylation; Grignard and related reactions; hydrolysis, esters and lactones; metalation reactions, lithium; hexane; lithium 1-lithio-3-propynoxide; methanol; propargyl alcohol; benzene; hydrogen chloride, water trap; bath, cooling, refrigerated