Hydrochloric Acid → 3,4-Methylenedioxyphenylalanyl chloride hydrochloride

HRID 1730844Notes

Reaction equation

[CH2:1]1[O:15][C:14]2[CH:13]=[CH:12][C:5]([CH2:6][C@@H:7]([C:9](O)=[O:10])[NH2:8])=[CH:4][C:3]=2[O:2]1.Cl.P(Cl)(Cl)(Cl)(Cl)[Cl:18].Cl.C1(NCC([Cl:34])=O)C=CC=CC=1>>[ClH:18].[CH2:1]1[O:15][C:14]2[CH:13]=[CH:12][C:5]([CH2:6][C@@H:7]([C:9]([Cl:34])=[O:10])[NH2:8])=[CH:4][C:3]=2[O:2]1

Participants

Reactant 4

HCID 313Hydrochloric Acid

HCID 24819Phosphorus pentachloride

HCID 12918717(S)-2-Amino-3-(benzo[D][1,3]dioxol-5-YL)propanoic acid

HCID 13140662N-Phenylglycyl chloride--hydrogen chloride (1/1)

Product 1

HCID 867342163,4-Methylenedioxyphenylalanyl chloride hydrochloride

Procedure

The compound 3,4-methylenedioxyphenylalanine, Ber., 59, 2952 (1926), is treated with hydrogen chloride and phosphorous pentachloride in accordance with the procedure described by Hartcastle et al., J. Org. Chem. 31, 897 (1966) for the preparation of phenylglycyl chloride hydrochloride to yield 3,4-methylenedioxyphenylalanyl chloride hydrochloride.

Sources & evidence

ORD record: ord-1c9eaf80b3db4387a11fdc747f27a4ba
Source dataset: uspto-grants-1976_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03994877

Reaction notes

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