Triethylamine → tert-Butyl 6-oxo-1,7-diazaspiro[4.4]nonane-1-carboxylate

HRID 1850638노트

반응식

HRID 1850638 반응식
Cl.[NH:2]1[C:6]2([CH2:10][CH2:9][NH:8][C:7]2=[O:11])[CH2:5][CH2:4][CH2:3]1.[C:12]([O:16][C:17](OC([O-])=O)=[O:18])([CH3:15])([CH3:14])[CH3:13].C(N(CC)CC)C>ClCCl.O>[C:12]([O:16][C:17]([N:2]1[C:6]2([CH2:10][CH2:9][NH:8][C:7]2=[O:11])[CH2:5][CH2:4][CH2:3]1)=[O:18])([CH3:15])([CH3:14])[CH3:13]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 22064466Tert-butyldicarbonateHCID 866866531,7-Diazaspiro(4.4)nonan-6-one hydrochloride

생성물 1

HCID 49760540tert-Butyl 6-oxo-1,7-diazaspiro[4.4]nonane-1-carboxylate수율 100.2%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

To a solution of 1,7-diazaspiro[4,4]nonan-6-one hydrochloride (0.98 g, 5.4 mmol) in dichloromethane were added tert-butyldicarbonate (1.41 g, 6.48 mmol) and triethylamine (1.3 g, 13.5 mmol). The resulting solution was stirred overnight at room temperature. The solution was diluted with water and extracted with dichloromethane. The organic phase was separated, dried, filtered and concentrated to afford 6-oxo-1,7-diaza-spiro[4,4]nonan-1-carboxylic acid tert-butyl ester product as white powder (1.3 g) in 100% yield and used directly without further purification. 1H NMR (400 MHz, CD2Cl2) δ 6.13-5.74 (br, 1H), 3.59-3.20 (m, 4H), 2.75-2.49 (m, 1H), 2.16-1.76 (m, 5H), 1.43 (s, 3H), 1.42 (s, 6H). MS m/z 241.2 (M+H)+

후처리

  1. extractionextracted with dichloromethane
  2. customThe organic phase was separated
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1389c5024e194f31946780253668b876
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957074B2

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