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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1447304Generated: October 27, 2026

Water → L-Tryptophan

https://huagongshe.com/reaction/1447304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantDiethyl formamido[(1H-indol-3-yl)methyl]propanedioateHCID 292164—
SolventAcetic AcidHCID 176—
ProductL-TryptophanHCID 6305100.8%

Reaction Steps

A mixture of 40 g (0.12 mol) of the compound of Example 6 and 24.0 g (0.60 mol) of sodium hydroxide in 240 ml. of water was heated at reflux for 18 hours. 48 ml of glacial acetic acid was added to the solution and heating was continued for an additional 8 hours. The suspension was allowed to stand at 0° overnight and the white precipitate was collected, washed with icecold water and dried to yield 24.7 g (100%) of crude product. Recrystallization from 80% aqueous acetic acid afforded, after drying at 100°/0.05 mmHg, 21.2 g (86%) of white crystals, m.p. 292° (dec.) (lit. m.p. 293°) which was identical with an authentic sample.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04316847
Source datasetuspto-grants-1982_02
ORD IDord-fb4a930448bb43209a7e4518cf0cbe6a
Source noteuspto-grants-1982_02