Trifluoroacetic acid → 1,9-Diazaspiro[5.5]undecan-2-one

반응식

[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][C:4]2([CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH2:8]2)[NH:3]1.C(O)(C(F)(F)F)=O>ClCCl>[NH:3]1[C:4]2([CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH2:5][CH2:6][CH2:7][C:2]1=[O:1]

참가 물질

실험 절차

To a solution of tert-butyl 2-oxo-1,9-diazaspiro[5.5]undecane-9-carboxylate [1031927-12-4] (920 mg, 3.26 mmol) in dichloromethane (10 mL) was added TFA (2.53 mL, 32.6 mmol). The solution was stirred for 40 min at rt. After completion of the reaction the mixture was evaporated under reduced pressure and dried under high vacuum (1.90 g, 100%). [1H NMR (400 MHz, DMSO-d6) ♀ ppm 8.59-8.35 (m, 2H), 7.83 (s, 1H), 3.27-3.14 (m, 2H), 3.12-2.98 (m, 2H), 2.17-2.04 (m, 2H), 1.80-1.57 (m, 8H); LCMS RtA=0.20 min, [M+H]+=169.2].

후처리

customAfter completion of the reaction the mixture
customwas evaporated under reduced pressure
customdried under high vacuum (1.90 g, 100%)
custom[1H NMR (400 MHz, DMSO-d6) ♀ ppm 8.59-8.35 (m, 2H), 7.83 (s, 1H), 3.27-3.14 (m, 2H), 3.12-2.98 (m, 2H), 2.17-2.04 (m, 2H), 1.80-1.57 (m, 8H); LCMS RtA=0.20 min, [M+H]+=169.2]

출처 및 근거

ORD 기록: ord-03c164b82c9e4e11948e70ece3956789
출처 데이터셋: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08530648B2

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참가 물질

반응물 2

HCID 6422Trifluoroacetic acid

HCID 44118856tert-Butyl 2-oxo-1,9-diazaspiro[5.5]undecane-9-carboxylate

생성물 1

HCID 229755861,9-Diazaspiro[5.5]undecan-2-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

후처리

customAfter completion of the reaction the mixture
customwas evaporated under reduced pressure
customdried under high vacuum (1.90 g, 100%)
custom[1H NMR (400 MHz, DMSO-d6) ♀ ppm 8.59-8.35 (m, 2H), 7.83 (s, 1H), 3.27-3.14 (m, 2H), 3.12-2.98 (m, 2H), 2.17-2.04 (m, 2H), 1.80-1.57 (m, 8H); LCMS RtA=0.20 min, [M+H]+=169.2]

출처 및 근거

ORD 기록: ord-03c164b82c9e4e11948e70ece3956789
출처 데이터셋: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08530648B2

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불러오는 중…