Phosphoric Acid → 3-(Benzyloxy)-1,2-propanediol

HRID 656315

Reaction equation

HRID 656315 reaction equation
[CH2:1]([O:8][CH2:9][CH:10]1[CH2:14][O:13]C(C)(C)[O:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(=O)(O)(O)O.[OH-].[Na+].C([O-])([O-])=O.[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Al+3]>O.C(O)C>[CH2:1]([O:8][CH2:9][CH:10]([OH:11])[CH2:14][OH:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 1004Phosphoric AcidHCID 14798Sodium HydroxideHCID 857952,2-Dimethyl-4-((phenylmethoxy)methyl)-1,3-dioxolaneHCID 2483886611097-59-9

Product 1

HCID 980723-(Benzyloxy)-1,2-propanediol

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

Into a 1 L beaker were weighed 222 g (1.0 mol) of 4-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolane prepared in 1-2, 250 ml of ethanol, and 400 ml of distilled water, and the whole was adjusted to pH 2 with phosphoric acid. With introducing nitrogen thereinto, the solution was heated to 70° C. After 1.5 hours of the reaction, the solution was adjusted to pH 7.0 with sodium hydroxide. The resulting salt was subjected to adsorption treatment with an adsorbent “KYOWAAD 1000” (manufactured by Kyowa Hakko Kogyo Co., Ltd.) and then subjected to solvent removal to obtain 3-benzyloxy-1,2-propanediol.

Workup

  1. customAfter 1.5 hours of the reaction
  2. customsubjected to solvent removal

Sources & evidence

ORD record
ord-df30cbdd00a54e0bb1676e48eb262a3f
Source dataset
uspto-grants-2011_12
Patent number
US08071712B2

Linked notes

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