Acetic Anhydride → HCID 19961181, compound

HRID 54155Notes

Reaction equation

HRID 54155 reaction equation
[NH2:1][CH2:2][C:3]1[C:12]2[C:7](=[C:8]([OH:14])[C:9]([OH:13])=[CH:10][CH:11]=2)[CH2:6][CH:5]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:4]=1.[C:21](OC(=O)C)(=[O:23])[CH3:22].C(N(CC)CC)C>C(Cl)Cl>[C:21]([NH:1][CH2:2][C:3]1[C:12]2[C:7](=[C:8]([OH:14])[C:9]([OH:13])=[CH:10][CH:11]=2)[CH2:6][CH:5]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:4]=1)(=[O:23])[CH3:22]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 199610761-Aminomethyl-3-phenyl-5,6-dihydroxy-3,4-dihydronaphthalene

Product 1

HCID 19961181HCID 19961181, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Approximately 1 mmol of 1-aminomethyl-3-phenyl-5,6-dihydroxy-3,4-dihydronaphthalene, from Example 2, was reacted with 1.2 mmol of acetic anhydride in the presence of 1.2 mmol of triethylamine in an excess of methylene chloride. The mixture was washed with 0.1N HCl, and dried. The product was precipitated by addition of ether, collected, and dried. mp 238° C. MS M/Z: 310. Anal. calc. for C19H19NO3.HBr C: 65.03; H, 5.72; N, 3.61; found: C, 73.46; H, 6.13; N, 4.49.

Workup

  1. washThe mixture was washed with 0.1N HCl
  2. customdried
  3. customThe product was precipitated by addition of ether
  4. customcollected
  5. customdried

Sources & evidence

ORD record
ord-a2b8d786fd1e46ad9ded0093a3568413
Source dataset
uspto-grants-1997_04
Patent number
US05621133

Reaction notes

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