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

反応式

[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]

参加物

実験手順

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].

後処理

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]

出典と根拠

ORDレコード: ord-03c164b82c9e4e11948e70ece3956789
出典データセット: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08530648B2

反応ノート

読み込み中…

参加物

反応物 2

HCID 6422Trifluoroacetic acid

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

後処理

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]

出典と根拠

ORDレコード: ord-03c164b82c9e4e11948e70ece3956789
出典データセット: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08530648B2

反応ノート

読み込み中…