참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 1,1-Dichloroethane | HCID 6365 | — |
| 반응물 | Sodium Bicarbonate | HCID 516892 | — |
| 반응물 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 반응물 | tert-Butyl 3,9-diazaspiro[5.5]undecane-3-carboxylate | HCID 15296367 | — |
| 용매 | Water | HCID 962 | — |
| 생성물 | Ammonium Hydroxide | HCID 14923 | 1% |
| 생성물 | HCID 58808179 | HCID 58808179 | 54% |
반응 단계
To an ice cooled solution of 3,9-diaza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester (1.55 g, 6 mmol) in dichloroethane (50 mL) formaldehyde (0.68 mL, 9 mmol) was added and stirred for 1 h at 0° C. Sodium triacetoxyborohydride (2.54 g, 12 mmol) was added and the reaction stirred at room temperature over night. Aqueous sodium hydrogencarbonate (sat. 50 mL) and water (50 mL) were added and the aqueous phase extracted five times with dichloromethane. The combined organic phase was washed with brine, dried (sodium sulfate), filtered and evaporated. Flash chromatography (dichloromethane/methanol 9:1 with 1% ammonium hydroxide) gave 435 mg (27%) 9-methyl-3,9-diaza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US07943630B2 |
|---|
| 출처 데이터셋 | uspto-grants-2011_05 |
|---|
| ORD ID | ord-902bcdbedc3347739f3f0bce9abaae64 |
|---|
| 출처 메모 | uspto-grants-2011_05 |
|---|
