Hydrochloric Acid → 2,3-Methylenedioxyphenylalanyl chloride hydrochloride

HRID 1730846Notes

Reaction equation

[CH2:1]1[O:15][C:14]2[C:3](=[C:4]([CH:11]=[CH:12][CH:13]=2)[CH2:5][C@@H:6]([C:8](O)=[O:9])[NH2:7])[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[C:3](=[C:4]([CH:11]=[CH:12][CH:13]=2)[CH2:5][C@@H:6]([C:8]([Cl:34])=[O:9])[NH2:7])[O:2]1

Participants

Reactant 4

HCID 313Hydrochloric Acid

HCID 24819Phosphorus pentachloride

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

HCID 54422979(s)-2-Amino-3-(benzo[d][1,3]dioxol-4-yl)propanoic acid

Product 1

HCID 867342172,3-Methylenedioxyphenylalanyl chloride hydrochloride

Procedure

The compound 2,3-methylenedioxyphenylalanine, 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 2,3-methylenedioxyphenylalanyl chloride hydrochloride.

Sources & evidence

ORD record: ord-6af93f9fc8ab49a19b16affdc98a9e3b
Source dataset: uspto-grants-1976_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03994876

Reaction notes

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