Isopropanol → Isopropyl 3-(chloromethyl)benzoate

HRID 2039807Notes

Reaction equation

HRID 2039807 reaction equation
[Cl:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7].[CH:12](O)([CH3:14])[CH3:13]>>[Cl:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([O:8][CH:12]([CH3:14])[CH3:13])=[O:7]

Participants

3

Reactant 2

HCID 3776IsopropanolHCID 2417523-(Chloromethyl)benzoic acid

Product 1

HCID 64982911Isopropyl 3-(chloromethyl)benzoate

Procedure

Isopropyl 3-(chloromethyl)benzoate 13b was prepared by reacting 3-(chloromethyl)benzoic acid 23 with isopropanol according to the procedure described for the compound 13a in Example 17 (scheme 7). The benzoate 13b was isolated as colorless oil in 87% yield (1.85 g). 1H NMR (400 MHz, CDCl3): δ 1.37 (6H, m); 4.62 (2H, s); 5.27 (2H, m); 7.43 (1H, m); 7.57 (1H, broad d); 7.98 (1H, broad d); 8.04 (1H, s).

Workup

  1. customIsopropyl 3-(chloromethyl)benzoate 13b was prepared

Sources & evidence

ORD record
ord-3cc6b4b14a94424c9e6b895365cbae18
Source dataset
uspto-grants-2013_11
Patent number
US08580822B2

Reaction notes

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