Sodium Hydroxide → HCID 59316720, Verbindung

A solution of ethyl 3-chloro-4-(2-methylpropyl)benzoate (D23) (1.76 g, 7.33 mmol), and aqueous sodium hydroxide (2M, 3.70 mL, 7.4 mmol) in ethanol (30 mL) was heated at 40° C. for 3 h. The reaction mixture was concentrated in vacuo and the residue partitioned between ethyl acetate (100 mL) and water (100 mL), the latter acidified with 2M HCl (4 mL). The aqueous layer was extracted with ethyl acetate (100 mL) and the combined organic extracts dried (phase separator) and concentrated in vacuo to give the title compound as a white solid (1.35 g, 6.36 mmol). δH (d6-DMSO, 400 MHz): 13.20 (1H, br. s), 7.89 (1H, d), 7.82 (1H, dd), 7.44 (1H, d), 2.64 (2H, d), 1.94 (1H, m), 0.89 (6H, d). MS (ES): C11H1335ClO2 requires 212; found 211 (M−H+).

1. concentrationThe reaction mixture was concentrated in vacuo
2. customthe residue partitioned between ethyl acetate (100 mL) and water (100 mL)
3. extractionThe aqueous layer was extracted with ethyl acetate (100 mL)
4. customthe combined organic extracts dried (phase separator)
5. concentrationconcentrated in vacuo

ORD-Eintrag

ord-64e34a628ade49ee8c0883f77a48f91e

Quelldatensatz

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08101775B2