3-chloro-4-pentoxybenzaldehyde

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

Procedure: When the product of Step A was substituted for 3-chloro-4-ethoxybenzaldehyde in Example 49, Step A the identical process afforded the title compound in 72% yield. 1H-NMR (CDCl3) 0.92 (tr, 3H); 1.42-1.65 (m, 4H); 1.76-1.9 (m, 2H); 4.08 (tr, 2H, J=6.51 Hz); 6.92 (d, 1H, J=8.7 Hz); 7.95 (dd, 1H, J=2.1, 8.61 Hz); 8.1 (d, 1H, J=2.07 Hz).

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

Procedure: When the product of Step A was substituted for 3-chloro-4-ethoxybenzaldehyde in Example 49, Step A the identical process afforded the title compound in 72% yield. 1H-NMR (CDCl3) 0.92 (tr, 3H); 1.42-1.65 (m, 4H); 1.76-1.9 (m, 2H); 4.08 (tr, 2H, J=6.51 Hz); 6.92 (d, 1H, J=8.7 Hz); 7.95 (dd, 1H, J=2.1, 8.61 Hz); 8.1 (d, 1H, J=2.07 Hz).

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

Procedure: When the 1-bromopentane and 3-chloro-4-hydroxybenzaldehyde was substituted for 1-bromopropane and 4-hydroxybenzaldehyde in Example 50 Step A the identical process afforded the title compound in 96% yield, as light yellow oil. 1H-NMR (CDCl3) 0.9 (tr, 3H, J=7.05 Hz); 1.34-1.39 (m, 4H); 1.41-1.45 (m, 2H); 4.07 (tr, 2H, J=3.66 Hz); 6.97 (d, 1H, J=8.49 Hz); 7.7 (dd, 1H, J=2.01, 8.46 Hz); 7.85 (d, 1H, J=2.04 Hz); 9.81 (s, 1H).

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

Procedure: When the product of Step A was substituted for 3-chloro-4-ethoxybenzaldehyde in Example 49, Step A the identical process afforded the title compound in 72% yield. 1H-NMR (CDCl3) 0.92 (tr, 3H); 1.42-1.65 (m, 4H); 1.76-1.9 (m, 2H); 4.08 (tr, 2H, J=6.51 Hz); 6.92 (d, 1H, J=8.7 Hz); 7.95 (dd, 1H, J=2.1, 8.61 Hz); 8.1 (d, 1H, J=2.07 Hz).

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

Procedure: When the 1-bromopentane and 3-chloro-4-hydroxybenzaldehyde was substituted for 1-bromopropane and 4-hydroxybenzaldehyde in Example 50 Step A the identical process afforded the title compound in 96% yield, as light yellow oil. 1H-NMR (CDCl3) 0.9 (tr, 3H, J=7.05 Hz); 1.34-1.39 (m, 4H); 1.41-1.45 (m, 2H); 4.07 (tr, 2H, J=3.66 Hz); 6.97 (d, 1H, J=8.49 Hz); 7.7 (dd, 1H, J=2.01, 8.46 Hz); 7.85 (d, 1H, J=2.04 Hz); 9.81 (s, 1H).