Hydrochloric Acid → HCID 18687695, compound

HRID 1872857Notes

Reaction equation

HRID 1872857 reaction equation
[C:1]([C:5]1[C:14]2[O:13][CH2:12][CH2:11][CH2:10][C:9]=2[CH:8]=[C:7]([C:15](=[O:20])[CH:16]=[C:17]([CH3:19])[CH3:18])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[ClH:21]>CCOCC>[C:1]([C:5]1[C:14]2[O:13][CH2:12][CH2:11][CH2:10][C:9]=2[CH:8]=[C:7]([C:15](=[O:20])[CH2:16][C:17]([Cl:21])([CH3:19])[CH3:18])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18687693HCID 18687693, compound

Product 1

HCID 18687695HCID 18687695, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 1-(8-tert-butyl-2,3-dihydrobenzopyran-6-yl)-3-methyl-2-buten-1-one (0.62 g, 2.26 mmol) in Et2O (10 mL) is bubbled hydrogen chloride gas for about 15 min. The resulting solution is stirred at room temperature for 1 h, and concentrated. The resulting off-white oil is purified by flash column chromatography on silica (hexanes, hexanes/EtOAc; 10/1) to give the title compound (0.425 g. 61 %) as a pale yellow oil.

Workup

  1. concentrationconcentrated
  2. customThe resulting off-white oil is purified by flash column chromatography on silica (hexanes, hexanes/EtOAc; 10/1)

Sources & evidence

ORD record
ord-0cf996b6a1de4143a0bf5426cd814253
Source dataset
uspto-grants-2000_08
Patent number
US06110960

Reaction notes

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