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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1441057Generated: November 4, 2026

Acetyl chloride → 5-(3-Hydroxymethylphenyl)-3-(pyrrolidin-2(R)-ylmethyl)-1H-indole

https://huagongshe.com/reaction/1441057

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
Reactant3-(1-Benzyloxycarbonylpyrrolidin-2(R)-ylmethyl)-5-(3-hydroxymethylphenyl)-1H-indoleHCID 22859557—
SolventEthanolHCID 702—
Product5-(3-Hydroxymethylphenyl)-3-(pyrrolidin-2(R)-ylmethyl)-1H-indoleHCID 2285957163.8%

Reaction Steps

3-(1-Benzyloxycarbonylpyrrolidin-2(R)-ylmethyl)-5-(3-hydroxymethylphenyl)-1H-indole (1.030 g, 2.316 mmol) (see Preparation 38) in ethanol was reduced using catalytic hydrogenation as described in Example 35 except that no acetyl chloride was used in the reaction. This gave the title compound as an off-white foam (453 mg). Found: C,72.36; H,6.76; N,8.20; C20H22N2O.3/8CH2Cl2 requires: C,72.35; H,6.78; N,8.28%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05502065
Source datasetuspto-grants-1996_03
ORD IDord-afce1b3ef86445f4bfb4527c9be018b1
Source noteuspto-grants-1996_03