Hydrochloric Acid → HCID 21568946, compound

HRID 1579620Notes

Reaction equation

HRID 1579620 reaction equation
[CH3:1][C:2]1[CH:13]=[CH:12][C:5]2[CH2:6][CH:7]([C:9]([OH:11])=[O:10])[O:8][C:4]=2[C:3]=1[CH3:14].[C:15](Cl)(=[O:20])[CH2:16][CH:17]([CH3:19])[CH3:18].[Cl-].[Al+3].[Cl-].[Cl-].Cl>ClCCl>[C:15]([C:13]1[C:2]([CH3:1])=[C:3]([CH3:14])[C:4]2[O:8][CH:7]([C:9]([OH:11])=[O:10])[CH2:6][C:5]=2[CH:12]=1)(=[O:20])[CH2:16][CH:17]([CH3:19])[CH3:18]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 66054Isovaleryl chlorideHCID 6451240Aluminum(III) ChlorideHCID 12747885HCID 12747885, compound

Product 1

HCID 21568946HCID 21568946, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 2,3-dihydro-6,7-dimethylbenzofuran-2-carboxylic acid (9 g.) and isovaleryl chloride (7.5 g.) in dichloromethane (100 ml.) at 5°C. is added aluminum chloride (20 g.) in portions over a 1 hour period. The reaction mixture is stirred at 25° for 18 hours then poured into a mixture of ice (300 g.) and hydrochloric acid (50 ml.) affording 9 lg. of 2,3-dihydro-5-isovaleryl-6,7-dimethyl-benzofuran-2-carboxylic acid which melts at 117° after recrystallization from methylcyclohexane.

Workup

  1. customaffording 9 lg
  2. customof 2,3-dihydro-5-isovaleryl-6,7-dimethyl-benzofuran-2-carboxylic acid which melts at 117° after recrystallization from methylcyclohexane

Sources & evidence

ORD record
ord-cb8ad7ba9f1040d382fcd7ef6f997d3c
Source dataset
uspto-grants-1976_01
Patent number
US03931239

Reaction notes

Loading…