Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1068208Generated: November 2, 2026

Toluene → HCID 12134724, compound

https://huagongshe.com/reaction/1068208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDiethyl EtherHCID 3283—
ReactantDichloromethaneHCID 6344—
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
ReactantDiisopropylethylamineHCID 81531—
ProductHCID 12134724HCID 1213472483%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 545 mg (2.9 mmol) of (3-hydroxyphenyl), phenylmethane (from Step A) and 0.62 mL (3.5 mmol) of DIEA in 6 mL of CH2Cl2 at −78° C. was added 0.5 mL (2.9 mmol) of triflic anhydride. After warming to 0° C. and stirring for 10 minutes, the reaction was poured into 100 mL of Et2O and washed with 100 mL of brine and 100 mL of NaHCO3. After separating phases, the organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by flash chromatography eluting with 19:1 v/v hexane/Et2O to yield 779 mg (83%) of the title compound: Rf: 0.62 (9:1 v/v hexanes/Et2O); 1H NMR (300 MHz, CDCl3) δ4.01 (s, 2H), 7.08-7.37 (m, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06248755B1
Source datasetuspto-grants-2001_06
ORD IDord-b1a9e25bbcea49dfa9e030b168b08017
Source noteuspto-grants-2001_06