Formaldehyde → N-tert-Butyl-N-(methoxymethyl)-N-(trimethylsilylmethyl)amine

N-tert-Butyl-N-(trimethylsilylmethyl)amine from Step A (8.47 g, 53.1 mmol) was added dropwise, over approximately 30 minutes, via a pressure equalizing addition funnel to a stirred solution of aqueous formaldehyde (5.98 mL of a 37 wt. % solution in water, 79.7 mmol) at 0° C. (ice cooling). After 45 minutes, methanol (6.45 mL, 159.3 mmol) was added and the resulting solution was saturated with potassium carbonate. After stirring vigorously for approximately 5 h, the aqueous phase was removed. The organic phase was saturated with potassium carbonate and stirred overnight. The reaction mixture was poured into water and extracted three times with diethyl ether. The combined organic extracts were washed with brine, dried (MgSO4) and the volatiles evaporated in vacuo. Distillation (high vacuum; ˜70° C.) of the residual liquid afforded the title compound as a colorless liquid.

1. customat 0° C.
2. customthe aqueous phase was removed
3. stirringstirred overnight
4. additionThe reaction mixture was poured into water
5. extractionextracted three times with diethyl ether
6. washThe combined organic extracts were washed with brine
7. dry with materialdried (MgSO4)
8. customthe volatiles evaporated in vacuo
9. distillationDistillation (high vacuum; ˜70° C.) of the residual liquid

ORDレコード

ord-e338a028fbc14ba2aaed2d5ae3d31166

出典データセット

uspto-grants-2007_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07276520B2