Hydrochloric Acid → HCID 67517546, compound

HRID 2173203Notes

Reaction equation

HRID 2173203 reaction equation
[OH:1][CH2:2][C:3]1[C:7]([CH3:8])=[CH:6][S:5][C:4]=1[C:9]([O:11]C)=[O:10].[OH-].[Li+].Cl>C1COCC1.CO.O>[OH:1][CH2:2][C:3]1[C:7]([CH3:8])=[CH:6][S:5][C:4]=1[C:9]([OH:11])=[O:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 67516048HCID 67516048, compound

Product 1

HCID 67517546HCID 67517546, compound

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Conditions

Temperature
100 °C

Procedure

In a 15 mL microwave tube, methyl 3-(hydroxymethyl)-4-methylthiophene-2-carboxylate (440 mg, 2.36 mmol, 1.0 eq) was dissolved in THF/MeOH/water (2:1:1, 2 mL). To above solution was added Lithium hydroxide (68 mg, 2.84 mmol). The mixture was heated at 100° C. for 30 min in microwave reactor, neutralized with 1 N HCl, extracted with dichloromethane, washed with brine and water. The organic phase was dried over MgSO4, filtered and concentrated. LC-MS (IE, m/z): 195.3 [M+Na]+; 1H NMR (500 MHz, CD3OD, δ in ppm): 7.25 (114, s), 4.86 (2H, m), 2.28 (3H, s);

Workup

  1. extractionextracted with dichloromethane
  2. washwashed with brine and water
  3. dry with materialThe organic phase was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-2e917ae6232b42aa8513a0ac7c5d44c3
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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