تفاعل #1121733

ord-9d1253b84d3646dcb41d8b13131609a0

معادلة التفاعل

O
water
CN(C)CC(O)CO
3-(dimethylamino)-1,2-propanediol
c1c[nH]cn1
imidazole
CC(C)(C)[Si](C)(C)Cl
tert-butyldimethylsilyl chloride
CN(C)CC(O)CO[Si](C)(C)C(C)(C)C
1-(tert-butyldimethylsilyloxy)-3-(dimethylamino)propan-2-ol

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe organic layer was separated
  2. 2
    استخلاصthe aqueous layer was extracted with two additional portions of dichloromethane (20 mL)
  3. 3
    تجفيفThe combined organic extracts were dried (MgSO4)
  4. 4
    ترشيحfiltered
  5. 5
    تركيزconcentrated

الإجراء التجريبي

A dry dichloromethane (10 mL) solution of 3-(dimethylamino)-1,2-propanediol (98%, 1.00 g, 8.39 mmol, 1.0 equiv) and imidazole (0.57 g, 8.39 mmol, 1.0 equiv) was stirred at 0° C. under argon for 15 minutes. Solid tert-butyldimethylsilyl chloride (1.26 g, 8.39 mmol, 1.0 equiv) was added to the mixture and the resultant was stirred for 2 hours at 0° C. The mixture was then diluted with 20 mL of dichloromethane and poured into deionized water (15 mL). The organic layer was separated and the aqueous layer was extracted with two additional portions of dichloromethane (20 mL). The combined organic extracts were dried (MgSO4), filtered and concentrated to afford crude 1-(tert-butyldimethylsilyloxy)-3-(dimethylamino)propan-2-ol, a thick clear oil, which was used without further purification.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08545876B1uspto-grants-2013_10