HCID 2941848, compound → HCID 18457171, compound

HRID 1272396Notes

Reaction equation

HRID 1272396 reaction equation
C[O:2][C:3]1[CH:30]=[CH:29][C:6]([C:7]([C:9]23[CH2:18][CH:13]4[CH2:14][CH:15]([CH2:17][C:11]([C:19](=[O:28])[C:20]5[CH:25]=[CH:24][C:23]([O:26]C)=[CH:22][CH:21]=5)([CH2:12]4)[CH2:10]2)[CH2:16]3)=[O:8])=[CH:5][CH:4]=1.Cl.N1C=CC=CC=1>>[OH:2][C:3]1[CH:30]=[CH:29][C:6]([C:7]([C:9]23[CH2:16][CH:15]4[CH2:14][CH:13]([CH2:12][C:11]([C:19](=[O:28])[C:20]5[CH:21]=[CH:22][C:23]([OH:26])=[CH:24][CH:25]=5)([CH2:17]4)[CH2:10]2)[CH2:18]3)=[O:8])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 2941848HCID 2941848, compoundHCID 10176127Pyridinium chloride

Product 1

HCID 18457171HCID 18457171, compound

Conditions

Temperature
225 °C

Procedure

11.0 g (0.0272 mole) of 1,3-bis(4-methoxybenzoyl)adamantane was placed in a 250 ml round-bottomed flask fitted with a reflux condenser, along with 31.5 g (0.272 mole) of pyridine hydrochloride. The slurry was heated to 225° C. for three hours and the product was precipitated in 40 ml concentrated HCl diluted with 200 ml water. The solid was filtered and dried. The solid was recrystallized from ethyl acetate. The isolated yield of the purified compound was 6.6 g (64%, melting point 208–209° C.).

Workup

  1. customthe product was precipitated in 40 ml concentrated HCl
  2. additiondiluted with 200 ml water
  3. filtrationThe solid was filtered
  4. customdried
  5. customThe solid was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-ab04dcb9daba47dfb386e179be962778
Source dataset
uspto-grants-2007_04
Patent number
US07208551B2

Reaction notes

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