Hydrochloric Acid → 1-(4-Hydroxyphenyl)cyclopropane-1-carboxylic acid

HRID 557866Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 557866
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:12]([OH:14])=[O:13])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.CCC(C)[BH-](C(C)CC)C(C)CC.[Li+].Cl>O1CCCC1>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2([C:12]([OH:14])=[O:13])[CH2:11][CH2:10]2)=[CH:7][CH:8]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 855751-(4-Methoxyphenyl)cyclopropane-1-carboxylic acidHCID 3611392Lithium tri-s-butylborohydride

Produkt 1

HCID 225049291-(4-Hydroxyphenyl)cyclopropane-1-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 1-(4-methoxyphenyl)cyclopropanecarboxylic acid (0.70 g, 0.0036 mol) with 1.0 M of L-Selectride® in tetrahydrofuran (18 mL) was microwave irradiated at 120° C. for 2 hours. The completion of the reaction was achieved after LCMS indicated that the starting material was consumed. Then reaction mixture was acidified (pH=2) with concentrated HCl solution. The mixture was concentrated and the residue was diluted with water and stirred at rt to precipitate the white solid product, which was filtered and dried under vacuum to give the desired product. The structure was confirmed by 1H NMR.

Aufarbeitung

  1. customwas consumed
  2. customThen reaction mixture
  3. concentrationThe mixture was concentrated
  4. additionthe residue was diluted with water
  5. customto precipitate the white solid product, which
  6. filtrationwas filtered
  7. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-b10cdfeb332a48568e885fa2b3ac84a7
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08058288B2

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