2-methyl-3-phenylmethoxyphenol

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Anhydrous potassium carbonate (30.4 g) was added to a stirred solution of 2-methylresorcinol (24.8 g) in N,N-dimethylformamide (DMF, 250 ml) and benzyl chloride (25.3 g) was added over 15 minutes. The mixture was heated to 80° C. and maintained at this temperature overnight with continued stirring. On cooling the DMF was removed in vacuo to give an oil which was partitioned between water and ether. The dried ethereal phase was evaporated and chromatographed on silica eluting with chloroform to give 9.78 g (23%) of the title compound of mp 58°-59° C. (Found: C, 78.16; H, 6.63; C14H14O2 requires C, 78.48; H, 6.58%). was added over 15 minutes maintained at this temperature overnight with continued stirring was removed in vacuo to give an oil which was partitioned between water and ether The dried ethereal phase was evaporated chromatographed on silica eluting with chloroform

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Anhydrous potassium carbonate (30.4 g) was added to a stirred solution of 2-methylresorcinol (24.8 g) in N,N-dimethylformamide (DMF, 250 ml) and benzyl chloride (25.3 g) was added over 15 minutes. The mixture was heated to 80° C. and maintained at this temperature overnight with continued stirring. On cooling the DMF was removed in vacuo to give an oil which was partitioned between water and ether. The dried ethereal phase was evaporated and chromatographed on silica eluting with chloroform to give 9.78 g (23%) of the title compound of mp 58°-59° C. (Found: C, 78.16; H, 6.63; C14H14O2 requires C, 78.48; H, 6.58%). was added over 15 minutes maintained at this temperature overnight with continued stirring was removed in vacuo to give an oil which was partitioned between water and ether The dried ethereal phase was evaporated chromatographed on silica eluting with chloroform

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Anhydrous potassium carbonate (30.4 g.) was added to a stirred solution of 2-methylresorcinol (24.8 g) in N,N-dimethylformamide (DMF, 250 ml) and benzyl chloride (25.3 g) was added over 15 minutes. The mixture was heated to 80° C. and maintained at this temperature overnight with continued stirring. On cooling the DMF was removed in vacuo to give an oil which was partitioned between water and ether. The dried ethereal phase was evaporated and chromatographed on silica eluting with chloroform to give 9.78 g (23%) of the title compound of mp 58°-59° C. (Found; C, 78.16; H, 6.63; C14H14O2 requires C, 78.48, H, 6.58%). was added over 15 minutes maintained at this temperature overnight with continued stirring was removed in vacuo to give an oil which was partitioned between water and ether The dried ethereal phase was evaporated chromatographed on silica eluting with chloroform

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Anhydrous potassium carbonate (30.4 g.) was added to a stirred solution of 2-methylresorcinol (24.8 g) in N,N-dimethylformamide (DMF, 250 ml) and benzyl chloride (25.3 g) was added over 15 minutes. The mixture was heated to 80° C. and maintained at this temperature overnight with continued stirring. On cooling the DMF was removed in vacuo to give an oil which was partitioned between water and ether. The dried ethereal phase was evaporated and chromatographed on silica eluting with chloroform to give 9.78 g (23%) of the title compound of mp 58°-59° C. (Found; C, 78.16; H, 6.63; C14H14O2 requires C, 78.48, H, 6.58%). was added over 15 minutes maintained at this temperature overnight with continued stirring was removed in vacuo to give an oil which was partitioned between water and ether The dried ethereal phase was evaporated chromatographed on silica eluting with chloroform