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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2290164Generated: October 30, 2026

Propanal → HCID 54138469, compound

https://huagongshe.com/reaction/2290164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropanalHCID 527—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 15454095HCID 15454095—
SolventAcetic AcidHCID 176—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54138469HCID 5413846990.1%

Reaction Steps

Following general procedure Q and using 4-[(1,1,3,3-tetramethyl-1,3-dihydro-isobenzofuran-5-yl)-amino]-benzoic acid ethyl ester (Compound 79, 0.2 g, 0.64 mmol), sodiumcyanoborohydride (0,121 g, 1.92 mmol) and propionaldehyde (1 mL, 13.7 mmol) in 5 mL of acetic acid and 5 mL of tetrahydrofuran, the title compound (0.22 g, 90%) was obtained as a white solid. 1H NMR (300 MHz, CDCl3): δ 7.85 (d, 2H, J=9.0 Hz), 7.08 (s, 2H), 6.90 (s, 1H), 6.67 (d, 2H, J=8.9 Hz), 4.31 (q, 2H, J=7.1 Hz), 3.66 (t, 2H, J=7.8 Hz), 1.77-1.64 (m, 2H) 1.54 (s, 6H), 1.50 (s, 6H), 1.34 (t, 3H, J=7.1 Hz), 0.94 (t, 3H, J=7.4 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06093838
Source datasetuspto-grants-2000_07
ORD IDord-c493d52cd7af46e69aa1376a0cb3b2a5
Source noteuspto-grants-2000_07