Hydrochloric Acid → (4-(Hydroxymethyl)thiophen-3-yl)boronic acid

HRID 1756656Notes

Reaction equation

HRID 1756656 reaction equation
[CH:1]([C:3]1[C:4]([B:8]([OH:10])[OH:9])=[CH:5][S:6][CH:7]=1)=[O:2].C1COCC1.Cl>>[OH:2][CH2:1][C:3]1[C:4]([B:8]([OH:10])[OH:9])=[CH:5][S:6][CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 4190637(4-Formylthiophen-3-yl)boronic acid

Product 1

HCID 19390961(4-(Hydroxymethyl)thiophen-3-yl)boronic acid

Procedure

To a solution of 4-formyl-3-thienylboronic acid (1.0 g, 6.4 mmol) in dry THF (10 ml) sodium borohydride (0.27 g, 7.1 mmol) was added. The mixture was stirred at room temperature for 30 minutes. The reaction was then stopped by the addition of 1M hydrochloric acid and was then extracted with ethyl acetate, dried and evaporated to dryness. Yield: 0.9 g, 89%, dec. at ≈120° C.

Workup

  1. extractionwas then extracted with ethyl acetate
  2. customdried
  3. customevaporated to dryness
  4. customat ≈120° C.

Sources & evidence

ORD record
ord-e23fbc01ce434ef0af8b94b08f98fc9b
Source dataset
uspto-grants-1995_08
Patent number
US05441969

Reaction notes

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