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Sodium Hydroxide → HCID 69311668, compound

HRID 33223
Notes
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Reaction equation

HRID 33223 reaction equation
C[O:2][C:3](=[O:13])[CH2:4][CH2:5][CH2:6][CH:7]1[O:12][CH2:11][CH2:10][CH2:9][O:8]1.[OH-].[Na+]>O.CO>[O:8]1[CH2:9][CH2:10][CH2:11][O:12][CH:7]1[CH2:6][CH2:5][CH2:4][C:3]([OH:13])=[O:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 693128054-[1,3]Dioxan-2-yl-butyric acid methyl ester

Product 1

HCID 69311668HCID 69311668, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

4-[1,3]Dioxan-2-yl-butyric acid methyl ester (6.8 g, 0.036 mol) was added to a stirred solution of sodium hydroxide (1.87 g, 0.047 mol) in water (30 ml) and methanol (30 ml). The mixture was stirred for 18 h at room temperature and then the solvent evaporated. The residue was partitioned between ethyl acetate (100 ml) and water (100 ml) and cooled to 0° C. The mixture was acidified with hydrochloric acid (1M) to pH 2 and the layers separated. The aqueous layer was further extracted with cold ethyl acetate (100 ml) and the combined organic layers washed with brine (100 ml) and then dried (Na2SO4). The solvents were evaporated and the crude solid (5.56 g) was used in the next step.

Workup

  1. customthe solvent evaporated
  2. customThe residue was partitioned between ethyl acetate (100 ml) and water (100 ml)
  3. temperaturecooled to 0° C
  4. customthe layers separated
  5. extractionThe aqueous layer was further extracted with cold ethyl acetate (100 ml)
  6. washthe combined organic layers washed with brine (100 ml)
  7. dry with materialdried (Na2SO4)
  8. customThe solvents were evaporated

Sources & evidence

ORD record
ord-c63079a6f7f1435894ec7d9308a93c8f
Source dataset
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07429579B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes