Thionyl Chloride → 2-(Cyclopentyloxy)acetyl chloride

HRID 1930717Notes

Reaction equation

[CH:1]1([O:6][CH2:7][C:8]([OH:10])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:13])=O>>[CH:1]1([O:6][CH2:7][C:8]([Cl:13])=[O:10])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 13355021(Cyclopentyloxy)acetic acid

Product 1

HCID 866419172-(Cyclopentyloxy)acetyl chlorideYield 100%

Procedure

2-(Cyclopentyloxy)acetic acid (476mg, 3.3 mmol) was heated to reflux in thionyl chloride (0.365 ml, 5.00 mmol). After 30 min the excess of thionyl chloride was evaporated to afford (2-(cyclopentyloxy)acetyl chloride (3.3 mmol) that was used directly in the next step.

Workup

customAfter 30 min the excess of thionyl chloride was evaporated

Sources & evidence

ORD record: ord-cba6a54ec743409aa8f5010466e38fb3
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188101B2

Reaction notes

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