Oxolane--water (1/1) → HCID 68862199, compound

Participants

Role	Name	HCID	Charge
Reactant	Oxolane--water (1/1)	HCID 21881883	—
Reactant	HCID 68866441	HCID 68866441	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Solvent	Triethylamine	HCID 8471	—
Product	HCID 68862199	HCID 68862199	—

Reaction Conditions

Temperature	120 °C

Reaction Steps

A solution of Example 129D (0.1112 g, 0.303 mmol) in 4:1 THF/H2O in a Parr bomb was treated with triethylamine (92 μL) and PdCl2(dppf) (24.8 mg). The bomb was charged to 700 psi with CO, stirred for 24 hours at 120° C., and concentrated. The concentrate was purified by C18 reverse-phase HPLC using acetonitrile/water/0.1% TFA to provide the desired product. MS (ESI(+)) m/e 332 (M+H)+, 349 (M+NH4)+, 354 (M+Na)+; MS (ESI(−)) m/e 330 (M−H)−; 1H NMR (300 MHz, DMSO-d6) δ 7.72 (m, 1H), 7.52 (m, 4H), 7.33 (d, 1H), 7.22 (d, 1H), 2.99 (m, 1H), 2.88 (m, 1H), 2.73 (m, 1H), 2.27 (m, 1H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07491718B2
Source dataset	uspto-grants-2009_02
ORD ID	ord-07da2d9aef10482c8ec401bb15cad5d8
Source note	uspto-grants-2009_02