Acetic Anhydride → HCID 13424185, compound

HRID 280475Notes

Reaction equation

HRID 280475 reaction equation
[NH2:1][C:2]1[C:7]2[S:8][CH:9]([CH3:11])[CH2:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[C:12](OC(=O)C)(=[O:14])[CH3:13]>ClCCCC>[C:12]([NH:1][C:2]1[C:7]2[S:8][CH:9]([CH3:11])[CH2:10][C:6]=2[CH:5]=[CH:4][CH:3]=1)(=[O:14])[CH3:13]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 13424184HCID 13424184, compound

Product 1

HCID 13424185HCID 13424185, compound

Reagents, catalysts & solvents 1

HCID 8005Butyl ChlorideSolvent2×

Procedure

To a solution of 18.0 g of 7-amino-2,3-dihydro-2-methylbenzo[b]thiophene (Example 7) in 100 ml of 1-chlorobutane was added a solution of 13.0 ml of acetic anhydride in 20 ml of 1-chlorobutane. After the exothermic reaction subsided, the mixture was refluxed for 0.3 hour, cooled in an ice-bath and filtered. The isolated solid was washed with 1-chlorobutane to yield 15.2 g of the title compound; m.p. 125°-127° C.

Workup

  1. customAfter the exothermic reaction
  2. temperaturethe mixture was refluxed for 0.3 hour
  3. temperaturecooled in an ice-bath
  4. filtrationfiltered
  5. washThe isolated solid was washed with 1-chlorobutane

Sources & evidence

ORD record
ord-597d4ada90e94ef1afdb8aa8ed6d7d50
Source dataset
uspto-grants-1986_05
Patent number
US04589909

Reaction notes

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