714963-37-8

Basic information

• Product Name: 1-[(1-hydroxycyclohexyl)methyl]-8-hydroxymethylnaphthalene
• Synonyms: 1-[(1-hydroxycyclohexyl)methyl]-8-hydroxymethylnaphthalene
• CAS NO: 714963-37-8
• Molecular Weight: 270.371
• Mol File: 714963-37-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-[(1-hydroxycyclohexyl)methyl]-8-hydroxymethylnaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(1-hydroxycyclohexyl)methyl]-8-hydroxymethylnaphthalene(714963-37-8)
• EPA Substance Registry System: 1-[(1-hydroxycyclohexyl)methyl]-8-hydroxymethylnaphthalene(714963-37-8)

Safety Data

• Hazardous Substances Data: 714963-37-8(Hazardous Substances Data)

Upstream product

• 203-84-9 1H,3H-benzo[de]isochromene 
• 108-94-1 cyclohexanone 
• 39726-60-8 spiro[cyclohexane-1,9'-(7'H,11'H-8',10'-dioxacycloocta[de]naphthalene)] 

Relevant articles and documents

Reductive opening of 1H,3H-benzo[de]isochromene: Synthesis of 1,8-difunctionalised naphthalenes

The lithiation of 1H,3H-benzo[de]isochromene (6) with lithium and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB, 5% molar) in THF at -50°C gives dianionic intermediate 7, which by reaction with different electrophiles {H2O, D2O, tBuCHO, PhCHO, Me 2CO, (CH3CH2)2CO, [CH 3(CH2)4]2CO, (CH2) 5CO, (CH2)7CO, (-)-menthone} at the same temperature followed by hydrolysis leads to functionalised alcohols 8. If after addition of a carbonyl compound as the first electrophile [tBuCHO, (CH2)5CO, (-)-menthone], the resulting dialcoholate 9 is allowed to react at 0°C, a second lithiation takes place to give intermediate 10 which by reaction with a second electrophile [H2O, tBuCHO, (CH2)5CO, CO2], yields, after hydrolysis, 1,8-difunctionalised naphthalenes 11. Cyclization under acidic conditions of diols 8e-i gives oxygen-containing eight-membered heterocycles, which are homologous to the starting material 6.