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Hydrochloric Acid → (2R,3S,4S,5R)-2,3,4,5,6-pentahydroxyhexanal

HRID 263093
Notes
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Reaction equation

HRID 263093 reaction equation
[OH:1][CH:2]1[O:21][C@H:20]([CH2:22][OH:23])[C@@H:7]([O:8][C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H:5]([OH:6])[C@H:3]1[OH:4].Cl.BrBr>O>[O:1]=[CH:2][C@@H:3]([C@H:5]([C@H:7]([C@@H:20]([CH2:22][OH:23])[OH:21])[OH:8])[OH:6])[OH:4]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24408BromineHCID 440995(+)-Lactose

Product 1

HCID 3037556(2R,3S,4S,5R)-2,3,4,5,6-pentahydroxyhexanal

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
35 °C

Procedure

To a solution of 50 g whey lactose in 150 ml of water there is added 1 ml of concentrated hydrochloric acid and 1/2 g of bromine. The mixture is heated to about 35° C. on a water bath. After a reaction period of about 1 hour under stirring, the solution becomes completely clear. The D-galactose is separated by evaporation in vacuo and is precipitated in the form of white crystals.

Workup

  1. customAfter a reaction period of about 1 hour
  2. customThe D-galactose is separated by evaporation in vacuo
  3. customis precipitated in the form of white crystals

Sources & evidence

ORD record
ord-948428da12554689953b51e054aaebb8
Source dataset
uspto-grants-1979_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04156076

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes