Benzyl carbamate explained

Benzyl carbamate is the organic compound with the formula C6H5CH2OC(O)NH2. The compound can be viewed as the ester of carbamic acid (O=C(OH)(NH2)) and benzyl alcohol, although it is produced from benzyl chloroformate with ammonia.[1] It is a white solid that is soluble in organic solvents and moderately soluble in water. Benzyl carbamate is used as a protected form of ammonia in the synthesis of primary amines. After N-alkylation, C6H5CH2OC(O) group is removable with Lewis acids.[2]

References

  1. 10.15227/orgsyn.085.0287. Benzyl Isopropoxymethyl Carbamate - an Aminomethylating Reagent for Mannich Reactions of Titanium Enolates. Organic Syntheses. 85. 287. 2008. Hartmut. Meyer. Albert K. . Beck. Radovan . Sebesta. Dieter. Seebach. free.
  2. Benzyl Carbamate. Sanchez-Sancho. Francisco. Romero. Jose Antonio. Fernandez-Ibanez . M. Angeles. E-EROS Encyclopedia of Reagents for Organic Synthesis. 2010. 10.1002/047084289X.rn01206. 978-0471936237.

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