反応 #66060

反応方程式

propyl tosylate

→

P-TSA

収率 50.0%

溶媒

MTBE

dimethyl formamide

DMF

反応条件

後処理

1. 1
   温度Under continuous stirring, the mixture was heated to a temperature of between 65° C. and 68° C
2. 2
   workup.ADDITIONwas added slowly over a period of 2 hours
3. 3
   workup.STIRRINGstirred for an additional 1 hour
4. 4
   ろ過The precipitated material was collected by filtration
5. 5
   洗浄washed with 7.32 L, MTBE
6. 6
   洗浄a wash with 9.2 L heptane
7. 7
   その他The washed precipitated cake
8. 8
   その他was dried under high vacuum at 30° C. to 35° C

実験手順

A 72 liter unjacketed reactor was charged with 1.84 kg (10.87 mol) of R(+)-2,6 diamino-4,5,6,7-tetrahydro-benzothiazole (R(+) diamine), followed by 14.7 L of dimethyl formamide (DMF). Under continuous stirring, the mixture was heated to a temperature of between 65° C. and 68° C. A solution of 2926 grams propyl tosylate and 1761 grams diisopropylethyleamine in 3.455 L DMF was added slowly over a period of 2 hours. The reaction was continued at 67° C. for an additional 4 hours, after which the solution was gradually cooled to room temperature (18° C. to 22° C.) and stirred for an additional 15 hours. The solution was diluted with 14.72 L of MTBE over a time period of 30 minutes, and stirred for an additional 1 hour. The precipitated material was collected by filtration and washed with 7.32 L, MTBE, followed by 3 washes of 3.68 L each of ethanol, and a wash with 9.2 L heptane. The washed precipitated cake was dried under high vacuum at 30° C. to 35° C. The final weight of the dried product was 2090 grams, representing a 50% yield.

出典