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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 616259Generated: October 25, 2026

Water → L-Tryptophan

https://huagongshe.com/reaction/616259

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 numberUS04073795
Source datasetuspto-grants-1978_02
ORD IDord-3ce9a76dbd5c4327ab3b18af5d8d444a
Source noteuspto-grants-1978_02