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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390110Generated: October 29, 2026

Sodium Carbonate → HCID 50899241, compound

https://huagongshe.com/reaction/390110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantDimethoxyethane ethanol waterHCID 86587095—
ReactantHCID 87180496HCID 87180496—
CatalystHCID 178418476HCID 178418476—
SolventMethanolHCID 887—
ProductHCID 50899241HCID 50899241—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of EXAMPLE 38A (40 mg, 0.073 mmol), phenylboronic acid (11 mg, 0.088 mmol) and dichlorobis(triphenylphosphine)palladium (II) (5 mg, 0.007 mmol) was suspended in a mixture of 7:3:2 DME/H2O/EtOH (3 mL). 0.073 mL of 2 M aqueous Na2CO3 solution was added, and the mixture was heated in a microwave reactor at 150° C. for 20 minutes. Methanol (2 mL) was then added. The slightly yellow solid material was collected by filtration, washed with methanol, water, methanol, and dried to give the title product. Yield: 24 mg (82%). MS (DCI/NH3) m/z 546, 548 (M+H)+, 1H NMR (400 MHz, DMSO-d6): 1.16-1.40 (m, 4H), 1.61-1.67 (m, 1H), 1.73-1.79 (m, 2H), 1.95-2.01 (m, 2H), 3.37-3.41 (m, 2H), 3.57-3.64 (m, 1H), 6.80 (d, J=7.93 Hz, 1H), 7.25 (s, 1H), 7.47 (t, J=7.32 Hz, 1H), 7.55 (t, J=7.48 Hz, 2H), 7.62 (s, 1H), 8.24 (d, J=7.02 Hz, 2H), 8.61 (s, 1H), 8.92 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383624B2
Source datasetuspto-grants-2013_02
ORD IDord-01d3ef38e5a046a08a837a2b33ed6e2c
Source noteuspto-grants-2013_02