Acetyl chloride → HCID 67324329, compound

HRID 1616897Notes

Reaction equation

HRID 1616897 reaction equation
Cl.[CH2:2]1[CH:7]2[O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[CH:6]2[CH2:5][CH2:4][NH:3]1.[Na].[C:16](Cl)(=[O:18])[CH3:17]>C(Cl)(Cl)Cl>[CH2:2]1[CH:7]2[O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[CH:6]2[CH2:5][CH2:4][N:3]1[C:16](=[O:18])[CH3:17]

Participants

5

Reactant 3

HCID 6367Acetyl chloride2×HCID 5360545SodiumHCID 67323317HCID 67323317, compound

Product 1

HCID 67324329HCID 67324329, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a mixture of 3,4,4a,9a-tetrahydro-1H-benzo[4,5]furo[2,3-c]pyridine hydrochloride (3.2 g, 15.1 mmol) and sodium hydrogenocarbonate (14 g) in chloroform (40 mL), was slowly added a solution of acetyl chloride (1.5 mL, 21 mmol) in chloroform (5 mL). After stirring for 2 h another portion of acetyl chloride was added. After 5 h the solvent was evaporated. Purification using silica gel chromatography (78 g SiO2) eluting with ethyl acetate yielded 1-(3,4,4a,9a-tetrahydro-1H-benzo[4,5]furo[2,3-c]pyridin-2-yl)-ethanone.

Workup

  1. additionwas added
  2. customAfter 5 h the solvent was evaporated
  3. customPurification
  4. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-2c847da011214c31ace14d1a985227a6
Source dataset
uspto-grants-2014_07
Patent number
US08765779B2

Reaction notes

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