Ethyl chloroformate → HCID 58288713, compound

HRID 2382575Notes

Reaction equation

HRID 2382575 reaction equation
[CH:1]([C:4]1[CH:9]=[C:8]([CH:10]([CH3:12])[CH3:11])[CH:7]=[C:6]([OH:13])[C:5]=1[OH:14])([CH3:3])[CH3:2].Cl[C:16]([O:18][CH2:19][CH3:20])=[O:17]>>[C:16](=[O:17])([O:18][CH2:19][CH3:20])[O:13][C:6]1[CH:7]=[C:8]([CH:10]([CH3:12])[CH3:11])[CH:9]=[C:4]([CH:1]([CH3:3])[CH3:2])[C:5]=1[O:14][C:16](=[O:17])[O:18][CH2:19][CH3:20]

Participants

3

Reactant 2

HCID 10928Ethyl chloroformateHCID 750583,5-Diisopropylpyrocatechol

Product 1

HCID 58288713HCID 58288713, compoundYield 59.1%

Procedure

Prepared from 3,5-diisopropylbenzene-1,2-diol and ethyl chloroformate; purified by flash column chromatography on silica gel to yield a yellow oil (59.1%); 1H NMR (500 MHz, CDCl3, ppm) δ 7.02 (s, 1H), 6.98 (s, 1H), 4.32 (q, 2H, J=7.0 Hz), 4.31 (q, 2H, J=7.0 Hz), 3.11 (heptat, 1H, J=7.3 Hz), 2.89 (heptat, 1H, J=7.0 Hz), 1.38 (t, 3H, J=7.3 Hz), 1.37 (t, 3H, J=7.0 Hz), 1.24 (d, 6H, J=7.0 Hz), 1.22 (d, 6H, J=7.5 Hz).

Workup

  1. custompurified by flash column chromatography on silica gel

Sources & evidence

ORD record
ord-1eb9577bfe5e47a19ed6e2e722669d91
Source dataset
uspto-grants-2012_09
Patent number
US08263520B2

Reaction notes

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