Acetic Acid → HCID 71076877, compound

HRID 576342Notes

Reaction equation

HRID 576342 reaction equation
C([O:4][C@@H:5]1[C@@H:10]([O:11]C(=O)C)[C@H:9]([OH:15])[C@@H:8]([CH2:16][O:17]C(=O)C)[O:7][C@H:6]1[C:21]1[CH:26]=[C:25]([O:27][CH3:28])[C:24]([Cl:29])=[C:23]([CH2:30][C:31]2[CH:36]=[CH:35][C:34]([O:37][CH2:38][CH3:39])=[CH:33][CH:32]=2)[CH:22]=1)(=O)C.C[O-].[Na+].CC(O)=O>CO>[Cl:29][C:24]1[C:25]([O:27][CH3:28])=[CH:26][C:21]([C@H:6]2[C@H:5]([OH:4])[C@@H:10]([OH:11])[C@H:9]([OH:15])[C@@H:8]([CH2:16][OH:17])[O:7]2)=[CH:22][C:23]=1[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([O:37][CH2:38][CH3:39])=[CH:33][CH:32]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 86714051HCID 86714051, compound

Product 1

HCID 71076877HCID 71076877, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of acetate 74-5 (2.5 g, 4.12 mmol) in MeOH (40 mL) was added NaOMe (25 wt % in MeOH, 0.75 mL) at room temperature. The mixture was stirred at room temperature for 1 hour. Glacial AcOH was added to the mixture to acidify the mixture. The mixture was concentrated under reduced pressure. The residue was carried on to the next step without purification.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customThe residue was carried on to the next step without purification

Sources & evidence

ORD record
ord-f03d196dfb3f445e90a686ddd090d8a7
Source dataset
uspto-grants-2015_05
Patent number
US09034921B2

Reaction notes

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