Sodium Hydroxide → 3-(Benzyloxy)-1,2-propanediol

HRID 1663580Notes

Reaction equation

HRID 1663580 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.[OH-].[Na+].C([O-])([O-])=O.[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Al+3]>>[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

4

Reactant 3

HCID 14798Sodium HydroxideHCID 857952,2-Dimethyl-4-((phenylmethoxy)methyl)-1,3-dioxolaneHCID 24838866Aluminum;magnesium;carbonate;heptahydroxide

Product 1

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

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 purified in Example 1-1, 250 ml of ethanol, and 400 ml of distilled water, and the whole was adjusted to pH 2 with phosphoric acid. With introduction of nitrogen thereinto, the solution was heated to 70° C. After 1.5 hours of reaction, the solution was adjusted to pH 7.0 with sodium hydroxide, the resulting salts were adsorbed onto an adsorbent “KYOWAAD 1000” (manufactured by Kyowa Chemical Industry Co., Ltd.), and the solvent was removed to obtain 3-benzyloxy-1,2-propanediol.

Workup

  1. distillationpurified in Example 1-1, 250 ml of ethanol, and 400 ml of distilled water
  2. customAfter 1.5 hours of reaction
  3. customthe solvent was removed

Sources & evidence

ORD record
ord-681661d52eff4e29b2ccfd801b1d0150
Source dataset
uspto-grants-2011_10
Patent number
US08034981B2

Reaction notes

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