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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182491Generated: November 1, 2026

Benzoyl chloride → N-Hydroxy-6-[(2-indolyl)carbonyl]hexanamide

https://huagongshe.com/reaction/1182491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantHydroxyamine hydrochlorideHCID 443297—
ReactantEthyl 7-iodoheptanoateHCID 10660673—
ReactantEthyl 6-iodohexanoateHCID 10880140—
Reactant1H-indole-2-carbonyl ChlorideHCID 11816208—
SolventTriethylamineHCID 8471—
ProductN-Hydroxy-6-[(2-indolyl)carbonyl]hexanamideHCID 5898219635%

Reaction Steps

Following the procedure described in Example 1, step 4, but substituting indole-2-carboxylic acid for 5, followed by Example 18, step 1, 2, 3, but substituting respectively ethyl-6-iodohexanoate for ethyl-7-iodoheptanoate and indole-2-carbonyl chloride for benzoyl chloride, and then the resulting carboxylic acid was substituted for 37 in Example 14, step 3, using 1.1 equivalent of NH2OH.HCl and triethylamine each, to afford the title compound 112 in 35% yield. 1H NMR: (300 MHz, CDCl3) δ 7.62 (m, 2H), 7.20-7.00 (m, 3H), 2.82 (m, 2H), 2.00 (m, 2H), 1.62 (m, 2H), 1.22 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07288567B2
Source datasetuspto-grants-2007_10
ORD IDord-d3c2f720861448d89d3049242a21cf91
Source noteuspto-grants-2007_10