Diethyl Ether → HCID 18792877, compound

HRID 2425014Notes

Reaction equation

HRID 2425014 reaction equation
C1N2CN3[CH2:10][N:4](C2)CN1C3.[CH2:11]([O:18][C:19]1[CH:24]=[CH:23][C:22]([C:25](=[O:28])CBr)=[CH:21][CH:20]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.CCOCC.C(Cl)(Cl)[Cl:35]>>[ClH:35].[NH2:4][CH2:10][C:25]([C:22]1[CH:23]=[CH:24][C:19]([O:18][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:20][CH:21]=1)=[O:28]

Participants

5

Reactant 4

HCID 3283Diethyl EtherHCID 4101HexamethylenetetramineHCID 6212ChloroformHCID 105425931-[4-(Benzyloxy)phenyl]-2-bromoethan-1-one

Product 1

HCID 18792877HCID 18792877, compound

Procedure

Hexamine (5.6 g; 40 mmol) was added to a solution of 1-(4-benzyloxy-phenyl)-2-bromo-ethanone (12.2 g; 40 mmol) in chloroform (80 ml), and stirred for 3 h. Dry ether (80 ml) was added and the solid that separated was filtered, washed with ether, dried then suspended in methanol (100 ml) and con. HCl (20 ml) and allowed to stir for 16 h. The reaction mixture was concentrated, and treated with water (20 ml). The solid obtained was filtered, washed with cold water (2×10 ml) and dried to obtain the title compound. Yield, 10 g (89.9%); mp, 228-29° C.; MS (EI): 241, 211, 91; analysis: C15H16ClNO2 requires: C, 64.87; H, 5.81; N, 5.04. found: C, 64.86; H, 6.11; N, 5.16%.

Workup

  1. customthe solid that separated
  2. filtrationwas filtered
  3. washwashed with ether
  4. customdried
  5. stirringto stir for 16 h
  6. concentrationThe reaction mixture was concentrated
  7. additiontreated with water (20 ml)
  8. customThe solid obtained
  9. filtrationwas filtered
  10. washwashed with cold water (2×10 ml)
  11. customdried

Sources & evidence

ORD record
ord-c213c33924c8493fbe44a21262ca4e74
Source dataset
uspto-grants-2011_06
Patent number
US07964628B2

Reaction notes

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