Org Prep Daily

September 7, 2006


Filed under: procedures — milkshake @ 2:28 am


Acetic acid t-butylthioester

A mixture of tBuSH 33.8mL (300mmol) and acetyl chloride 22.4mL (315mmol) was cooled to 0C. Aluminum chloride 400mg (3mmol) was added, the flask was equipped with a reflux condenser with a Dryerite-filled gas outlet tube. The flask was placed on ambient water bath and the mixture was stirred for 1 hour (the HCl gas evolution ceased within 20 min). The reaction was quenched by addition of KF solid, 525mg (9 mmol). The mixture was distilled at atmospheric pressure. After a small front fraction (3 mL), a pure product distilled at 131-132C.

Y = 34.18g of a colorless liquid (86% th)

Leave a Comment »

No comments yet.

RSS feed for comments on this post. TrackBack URI

Leave a Reply

Fill in your details below or click an icon to log in: Logo

You are commenting using your account. Log Out /  Change )

Google+ photo

You are commenting using your Google+ account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )


Connecting to %s

Blog at

%d bloggers like this: