Hydrochloric Acid → HCID 117951761, compound
Reaction equation
[NH2:1][CH2:2][C:3]([OH:5])=O.[OH-:6].[Na+].ClC[C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12](Cl)=[O:13].[ClH:19].[C:20](#N)C>O>[Cl:19][CH2:20][N:1]([C:12](=[O:13])[C:11]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:10]=1)[CH2:2][C:3]([OH:5])=[O:6]Participants
Reactant 5
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 10 °C
Procedure
Glycine (3 g) was dissolved in a mixture of water (20 g), acetonitrile (10 g), and sodium hydroxide (2 g), and the solution was cooled to 10° C., to thereby prepare a glycine solution. Separately, chloromethylbenzoyl chloride (8 g) was dissolved in acetonitrile (20 g), and the solution was cooled to 10° C. The liquid was added dropwise to the glycine solution over 2 hours. Simultaneously a solution of sodium hydroxide (2 g) in water (20 g) was added dropwise to the glycine solution over 2 hours. Five hours later, the solution was acidified with 5 weight % aqueous hydrochloric acid, to thereby precipitate chloromethylbenzoylglycine as a target product. The precipitated product was separated through filtration and dried, to thereby yield 7 g of chloromethylbenzoylglycine as a target product.
Workup
- temperaturethe solution was cooled to 10° C
- customFive hours
- customto thereby precipitate chloromethylbenzoylglycine as a target product
- customThe precipitated product was separated through filtration
- customdried
Sources & evidence
- ORD record
- ord-a3b5cf36159f41bd929c579498c5b03a
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09223210B2
Reaction notes
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