Technology Process of tert-butyl 2-(2-bromophenyl)-2-(2-hydroxyethyl)-3-oxoindoline-1-carboxylate
There total 12 articles about tert-butyl 2-(2-bromophenyl)-2-(2-hydroxyethyl)-3-oxoindoline-1-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-butyl 2-allyl-2-(2-bromophenyl)-3-oxoindoline-1-carboxylate;
With
ozone;
In
ethanol;
at -78 ℃;
for 1h;
With
sodium tetrahydroborate;
In
tetrahydrofuran; ethanol;
at -78 - 20 ℃;
for 7h;
DOI:10.1021/ja021380m
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 97 percent / NaNO2 / acetic acid / 3 h / 20 °C
2.1: 94 percent / Na2S2O4; NaOH / ethanol / 24 h / Heating
3.1: 98 percent / PbO2 / benzene / 24 h / Heating
4.1: 56 percent / aq. HCl / toluene / 12 h / 20 °C
5.1: 3 percent / tetrahydrofuran; diethyl ether / 2 h / 20 °C
6.1: 96 percent / 4-(dimethylamino)pyridine / acetonitrile / 17 h / 20 °C
7.1: O3 / ethanol / 1 h / -78 °C
7.2: 98 percent / NaBH4 / tetrahydrofuran; ethanol / 7 h / -78 - 20 °C
With
hydrogenchloride; dmap; sodium hydroxide; sodium dithionite; ozone; lead dioxide; sodium nitrite;
In
tetrahydrofuran; diethyl ether; ethanol; acetic acid; toluene; acetonitrile; benzene;
DOI:10.1021/ja021380m
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 78 percent / polyphosphoric acid / 4 h / 100 - 110 °C
2.1: 97 percent / NaNO2 / acetic acid / 3 h / 20 °C
3.1: 94 percent / Na2S2O4; NaOH / ethanol / 24 h / Heating
4.1: 98 percent / PbO2 / benzene / 24 h / Heating
5.1: 56 percent / aq. HCl / toluene / 12 h / 20 °C
6.1: 3 percent / tetrahydrofuran; diethyl ether / 2 h / 20 °C
7.1: 96 percent / 4-(dimethylamino)pyridine / acetonitrile / 17 h / 20 °C
8.1: O3 / ethanol / 1 h / -78 °C
8.2: 98 percent / NaBH4 / tetrahydrofuran; ethanol / 7 h / -78 - 20 °C
With
hydrogenchloride; dmap; sodium hydroxide; sodium dithionite; PPA; ozone; lead dioxide; sodium nitrite;
In
tetrahydrofuran; diethyl ether; ethanol; acetic acid; toluene; acetonitrile; benzene;
1.1: Fischer indole synthesis;
DOI:10.1021/ja021380m
