反応 #214189

ord-caf8b0f49bfd461ea47e9ab68abbf23b

反応方程式

CC(C)=C[C@@H](OC(=O)C=C(C)N[C@@H](C)c1cccc2ccccc12)C(Cl)(Cl)Cl
(R)-3-methyl-1-trichloromethylbut-2-en-1-yl (S)-3-[N-(1-(1-naphthyl)ethyl)amino]but-2-enoate
O=P(O)(O)O
H3PO4
Br
HBr
O=[N+]([O-])O
HNO3
O=S(=O)(O)O
H2SO4
Cl
HCl
CC(C)=C[C@@H](OC(=O)C=C(C)N[C@@H](C)c1cccc2ccccc12)C(Cl)(Cl)Cl
(R)-3-methyl-1-trichloromethylbut-2-en-1-yl (S)-3-[N-(1-(1-naphthyl)ethyl)amino]but-2-enoate
→
CC(=O)CC(=O)O[C@H](C=C(C)C)C(Cl)(Cl)Cl
(R)-1-Trichloromethyl-3-methyl-2 -butenyl acetoacetate

反応物

CC(C)=C[C@@H](OC(=O)C=C(C)N[C@@H](C)c1cccc2ccccc12)C(Cl)(Cl)Cl
(R)-3-methyl-1-trichloromethylbut-2-en-1-yl (S)-3-[N-(1-(1-naphthyl)ethyl)amino]but-2-enoate
O=P(O)(O)O
H3PO4
Br
HBr
O=[N+]([O-])O
HNO3
O=S(=O)(O)O
H2SO4
—
aqueous mineral acid
Cl
HCl
CC(C)=C[C@@H](OC(=O)C=C(C)N[C@@H](C)c1cccc2ccccc12)C(Cl)(Cl)Cl
(R)-3-methyl-1-trichloromethylbut-2-en-1-yl (S)-3-[N-(1-(1-naphthyl)ethyl)amino]but-2-enoate

試薬

なし

溶媒

C1CCOC1
tetrahydrofuran

反応条件

詳細条件
See reaction.notes.procedure_details.

実験手順

hydrolyzing the recovered (R)-3-methyl-1-trichloromethylbut-2-en-1-yl (S)-3-[N-(1-(1-naphthyl)ethyl)amino]but-2-enoate in a mixture of tetrahydrofuran and aqueous mineral acid selected from HCl, HBr, HNO3, H3PO4, and H2SO4, about 1-20 equivalents of 0.1 to 4 N aqueous mineral acid being employed for each equivalent of (R)-3-methyl-1-trichloromethylbut-2-en-1-yl (S)-3-[N-(1-(1-naphthyl)ethyl)amino]but-2-enoate.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04254279uspto-grants-1981_03