Triethylorthoaceate → HCID 59770568, compound

HRID 2218711Notes

Reaction equation

HRID 2218711 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH:8]=[C:9]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[CH2:13][CH2:12][C:11]3[CH:20]=[CH:21][CH:22]=[CH:23][C:10]2=3)[CH:5]=[CH:4][C:3]=1[OH:24].[CH2:25](C(CC)(CC)C([O-])([O-])[O-])[CH3:26]>>[CH:19]1[C:14]2[CH2:13][CH2:12][C:11]3[CH:20]=[CH:21][CH:22]=[CH:23][C:10]=3[C:9](=[CH:8][C:6]3[CH:5]=[CH:4][C:3]4[O:24][C:25]([CH3:26])=[N:1][C:2]=4[CH:7]=3)[C:15]=2[CH:16]=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 21875354TriethylorthoaceateHCID 59770511HCID 59770511, compound

Product 1

HCID 59770568HCID 59770568, compoundYield 79%

Procedure

Dissolve 2-amino-4-(10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-phenol (60 mg, 0.191 mmol) in triethylorthoacetate (5 mL) and heat to reflux for 4 h. Cool to room temperature and concentrate in-vacuo to a brown oil. Chromatograph on 10 g silica gel eluting with 5% to 25% ethyl acetate/hexanes to afford S lmg (79%) of the title compound as a colorless oil. MS (ES) 338 (M+H); HPLC shows 98% purity.

Workup

  1. temperatureheat
  2. temperatureto reflux for 4 h
  3. concentrationconcentrate in-vacuo to a brown oil

Sources & evidence

ORD record
ord-b1666f9649084b47a46c6d9619dc3c6e
Source dataset
uspto-grants-2008_08
Patent number
US07411072B2

Reaction notes

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