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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 654306Generated: October 30, 2026

Citric Acid → HCID 14656853, compound

https://huagongshe.com/reaction/654306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 14841712HCID 14841712—
SolventDichloromethaneHCID 6344—
ProductHCID 14656853HCID 14656853—

Reaction Steps

A solution of 0.44 g (1.3 mmol) of the resultant compound of Example 6 and 0.91 ml (5.2 mmol) of diisopropylethylamine in 20 ml of anhydrous dichloromethane was cooled under N2 atmosphere to -20° C. and treated with 0.2 ml (2.6 mmol) of methanesulfonyl chloride. After 20 minutes, the mixture was treated with 10 % aqueous citric acid, extracted with methylene chloride, dried over sodium sulfate and concentrated in vacuo. Silica gel chromatography provided the desired product. 1H NMR (CDCl3) δ 1.36 (s, 9 H), 2.73 (m, 1 H), 2.93 (dd, J=14, 5 Hz, 1 H), 3.06 (S, 3 H), 3.77 (s, 3 H), 4.18 (m, 1 H), 4.62 (s, 1 H), 5.47 (m, 1 H), 6.17 (dd, J=16, 2 Hz, 1 H), 6.90 (dd, J=16, 6 Hz, 1 H), 7.15-7.35 (m, 5 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05130468
Source datasetuspto-grants-1992_07
ORD IDord-28b4f75d4636421486d09fb46cf249a0
Source noteuspto-grants-1992_07