Chloroform → 1,1'-{5-[3-(tert-Butylamino)-2-hydroxypropoxy]-1-benzofuran-2,4-diyl}di(ethan-1-one)--hydrogen chloride (1/1)

HRID 1980091Notes

Reaction equation

HRID 1980091 reaction equation
[C:1]([C:4]1[O:5][C:6]2[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH:15]([OH:22])[CH2:16][NH:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[C:9]([C:23](=[O:25])[CH3:24])[C:7]=2[CH:8]=1)(=[O:3])[CH3:2].C(Cl)(Cl)[Cl:27]>>[CH3:2][C:1]([C:4]1[O:5][C:6]2[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH:15]([OH:22])[CH2:16][NH:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[C:9]([C:23]([CH3:24])=[O:25])[C:7]=2[CH:8]=1)=[O:3].[ClH:27]

Participants

3

Reactant 2

HCID 6212Chloroform2×HCID 3070924HCID 3070924, compound

Product 1

HCID 30709231,1'-{5-[3-(tert-Butylamino)-2-hydroxypropoxy]-1-benzofuran-2,4-diyl}di(ethan-1-one)--hydrogen chloride (1/1)

Procedure

8.9 g of (±)-2,4-diacetyl-5-(3-tert-butylamino-2-hydroxy-propyloxy)-benzofuran in solution in CHCl3 are charged in a reactor cooled externally with an ice bath, then a stream of gaseous HCl is bubbled up to saturation. After evaporation of CHCl3 under reduced pressure, a precipitate is obtained which is taken up in CHCl3, triturated drained and dried. 9.2 g of the expected product are obtained, m.p.=214°-216° C.

Workup

  1. temperaturecooled externally with an ice bath
  2. customa stream of gaseous HCl is bubbled up to saturation
  3. customAfter evaporation of CHCl3 under reduced pressure
  4. customa precipitate is obtained which
  5. customtriturated
  6. customdried

Sources & evidence

ORD record
ord-ffb602bd19a64c37898c51b77970cbe3
Source dataset
uspto-grants-1984_11
Patent number
US04485111

Reaction notes

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