Ethanol → HCID 67534728, compound

HRID 2271388Notes

Reaction equation

HRID 2271388 reaction equation
S(Cl)([Cl:3])=O.[N+:5]([C:8]1[CH:9]=[C:10]([CH:17]=[CH:18][C:19]=1[OH:20])[CH2:11][C@@H:12]([C:14]([OH:16])=[O:15])[NH2:13])([O-:7])=[O:6].[CH2:21](O)[CH3:22]>>[ClH:3].[CH2:21]([NH:13][C@H:12]([C:14]([OH:16])=[O:15])[CH2:11][C:10]1[CH:17]=[CH:18][C:19]([OH:20])=[C:8]([N+:5]([O-:7])=[O:6])[CH:9]=1)[CH3:22]

Participants

4

Reactant 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 651243-Nitro-L-tyrosine

Product 1

HCID 67534728HCID 67534728, compoundYield 97%

Procedure

To a stirring 0° C. solution of 1.07 mL (14.7 mmol) of thionyl chloride in 15 mL of absolute ethanol was added 3-nitro-L-tyrosine (2.00 g, 8.84 mmol). After refluxing for 4 hours, the reaction was cooled and the solvents were removed in vacuo from dichloromethane to afford 2.20 g (97%) of the title compound as a yellow solid.

Workup

  1. temperatureAfter refluxing for 4 hours
  2. temperaturethe reaction was cooled
  3. customthe solvents were removed in vacuo from dichloromethane

Sources & evidence

ORD record
ord-36b7e9594c0d4b0f876fe00fd415eaa0
Source dataset
uspto-grants-2015_09
Patent number
US09120744B2

Reaction notes

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