2-Chloroethanol → HCID 18953225, compound

HRID 1656717Notes

Reaction equation

[OH:1][CH:2]([CH:6]([CH3:8])[CH3:7])[C:3]([OH:5])=[O:4].[Cl:9][CH2:10][CH2:11]O>>[OH:1][CH:2]([CH:6]([CH3:8])[CH3:7])[C:3]([O:5][CH2:11][CH2:10][Cl:9])=[O:4]

Participants

Reactant 2

HCID 342-Chloroethanol

HCID 99823(+-)-2-Hydroxyisovaleric acid

Product 1

HCID 18953225HCID 18953225, compound

Procedure

2-Chloroethyl 2-hydroxy-3-methylbutyrate was prepared from 2-hydroxy-3-methylbutyric acid and excess 2-chloroethanol essentially by the method described in Step 1 of Example 1: b.p. 137° C./20 mm Hg; 1H NMR δ 0.90 (d, 3H, J=6.9 Hz), δ 1.04 (d, 3H, J=6.9 Hz), δ 2.12 (dqq, 1H, J=3.6, 6.9, 6.9 Hz), δ 2.76 (d, 1H, J=6.4 Hz), δ 3.72 (t, 2H, J=5.6 Hz), δ 4.10 (dd, 1H, J=3.6 Hz, 6.3 Hz), δ 4.36-4.53 (m, 2H); HRMS calcd for C6H9ClO3Tms (M--CH3) 237.0714, obsd 237.0677.

Sources & evidence

ORD record: ord-2dfdb2d6d9a84da7875be3db57ca5f84
Source dataset: uspto-grants-1993_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05254718

Reaction notes

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