Sarcosine → 6-[(Carboxymethyl)amino]hexanoic acid

Reaction equation

Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9]C)=[O:8].C[NH:12][CH2:13][C:14]([OH:16])=[O:15].[H-].[Na+]>>[C:14]([CH2:13][NH:12][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8])([OH:16])=[O:15]

Participants

Reactant 3

HCID 1088Sarcosine

HCID 24758Sodium hydride

HCID 4170292Methyl 6-Bromohexanoate

Product 1

HCID 543345866-[(Carboxymethyl)amino]hexanoic acid

Procedure

In this reaction scheme, methyl 6-bromohexanoate is alkylated with methyl glycine in the presence of sodium hydride to afford the 6-[(carboxymethyl)amino]hexanoic acid. Treatment of 6-[(carboxymethyl)amino]hexanoic acid with sodium hydroxide affords the corresponding 6-[(carboxymethyl)amino]hexanoic acid disodium salt.

Sources & evidence

ORD record: ord-1115f63737674e86ba475dd5b5e8555d
Source dataset: uspto-grants-1999_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05869527

Reaction notes

Loading…