Of p-methoxybenzyl ethers, to form alcohols

Typical procedure. p-Methoxybenzyl carbamates of amino acids 546 [388] The reagent 545 was prepared as follows a solution of anisyl alcohol (12.4 mL, 0.1 mol) in dry diethyl ether (100 mL) was added to a solution of phosgene (for a safe source, see Chapter 7) (21 mL, 0.3 mol) in dry diethyl ether (100 mL) over a period of 10 min. Then, a solution of dimethylaniline (12.7 mL, 0.1 mol) in dry diethyl ether (100 mL) was added dropwise over a period of 1 h and the resulting mixture was stirred for 2 h at —10 to —5 °C. After removal of the salt formed in the reaction by filtration, the filtrate was concentrated under reduced pressure below 0 °C to leave an oily residue. Twice more, dry diethyl ether (100 mL) was added and evaporation was repeated to remove excess phosgene. The residue was immediately dissolved in tetrahydrofuran (70 mL) to give a solution ready for use in the next reaction. 

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