Hydrochloric Acid → HCID 89855000, compound

HRID 931134Notes

Reaction equation

[C:1]1([CH3:12])[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2([C:10]#[N:11])[CH2:9][CH2:8]2)[CH:2]=1.[ClH:13].[CH2:14]([OH:16])[CH3:15]>>[ClH:13].[C:1]1([CH3:12])[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2([C:10](=[NH:11])[O:16][CH2:14][CH3:15])[CH2:8][CH2:9]2)[CH:2]=1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 702Ethanol

HCID 200261921-(3-Methylphenyl)cyclopropane-1-carbonitrile

Product 1

HCID 89855000HCID 89855000, compoundYield 96.5%

Procedure

To 1-(m-tolyl)cyclopropanecarbonitrile (100 mg, 0.64 mmol) was added a saturated solution of hydrogen chloride in ethanol (2 mL). After 16 h at room temperature and 2 h at 70° C. and another 16 h at room temperature, the mixture was concentrated in vacuo and the residue was dried under high vacuum to afford the title compound (147.1 mg, 96.5%) as a colorless solid. MS (ES+) (M+H) 204.1, LCMS retention time: 3.10 minutes (Method L).

Workup

concentration2 h at 70° C. and another 16 h at room temperature, the mixture was concentrated in vacuo
customthe residue was dried under high vacuum

Sources & evidence

ORD record: ord-29f1b112b5944403b23c13204b957ed3
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09296745B2

Reaction notes

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