Sodium Hydroxide → HCID 20372082, compound

HRID 1834794Notes

Reaction equation

HRID 1834794 reaction equation
[NH2:1][CH:2]([C:6]1[O:7][CH2:8][CH2:9][S:10][CH:11]=1)[C:3]([O-:5])=[O:4].[OH-].[Na+]>CO>[NH2:1][CH:2]([C:6]1[O:7][CH2:8][CH2:9][S:10][CH:11]=1)[C:3]([OH:5])=[O:4]

Participants

4

Procedure

Ethyl DL-α-amino-(5,6-dihydro-1,4-oxathiin-2-yl)-acetate (37 g.) is dissolved in methanol (350 cc.) and N sodium hydroxide solution (182 cc.) is then added. The reagents are left in contact for 3 hours at a temperature of about 4° C., and the solution is then concentrated under reduced pressure (20 mm.Hg) to about 1/3 of the initial volume. It is then acidified to pH 4.5, at a temperature of about 5° C, by adding 4 N hydrochloric acid. A product crystallises. The mixture is stirred for 15 minutes and the precipitate is then filtered off; DL-α-amino-(5,6-dihydro-1,4-oxathiin-2-yl)-acetic acid (19.4 g.) is thus obtained in the form of white crystals melting at about 270° C.

Workup

  1. concentrationthe solution is then concentrated under reduced pressure (20 mm.Hg) to about 1/3 of the initial volume
  2. customis then acidified to pH 4.5, at a temperature of about 5° C
  3. additionby adding 4 N hydrochloric acid
  4. customA product crystallises
  5. filtrationthe precipitate is then filtered off

Sources & evidence

ORD record
ord-5923fa5bf55746b7a355c07b70592812
Source dataset
uspto-grants-1978_01
Patent number
US04071531

Reaction notes

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