Water → HCID 22063472, compound

HRID 1666182Notes

Reaction equation

HRID 1666182 reaction equation
C(O[CH:9]1[C:14](=[O:15])[NH:13][C:12]2[CH:16]=[CH:17][CH:18]=[C:19]([C:20](=[O:26])[CH:21](OCC)O)[C:11]=2[O:10]1)C1C=CC=CC=1.[NH2:27][C:28]([CH3:46])([CH3:45])[CH2:29][C:30]1[CH:44]=[CH:43][C:33]([O:34][CH2:35][CH2:36][CH2:37][C:38]([O:40][CH2:41][CH3:42])=[O:39])=[CH:32][CH:31]=1.O.[C:48]([OH:53])(=O)[C:49](O)=O>C(OCC)(=O)C.C(OCC)C>[CH2:48]([O:53][C:17]1[CH:18]=[C:19]([CH:20]([OH:26])[CH2:21][NH:27][C:28]([CH3:45])([CH3:46])[CH2:29][C:30]2[CH:44]=[CH:43][C:33]([O:34][CH2:35][CH2:36][CH2:37][C:38]([O:40][CH2:41][CH3:42])=[O:39])=[CH:32][CH:31]=2)[C:11]2[O:10][CH2:9][C:14](=[O:15])[NH:13][C:12]=2[CH:16]=1)[C:49]1[CH:18]=[CH:19][CH:11]=[CH:12][CH:16]=1

Participants

7

Reactant 4

HCID 962WaterHCID 971Oxalic AcidHCID 22063453HCID 22063453, compoundHCID 22063456HCID 22063456, compound

Product 1

HCID 22063472HCID 22063472, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

1.20 g (3.36 mmol) of benzyloxy-8-(2-ethoxy-2-hydroxyacetyl)-4H-benzo[1,4]oxazin-3-one and 0.90 g (3.22 mmol) of ethyl 4-[4-(2-amino-2-methylpropyl)phenoxy]butyrate are reacted in the manner described for Example 8(d). The crude product is dissolved in 10 mL ethyl acetate and 10 mL water and combined with oxalic acid with stirring. The solution is diluted with diethyl ether and the solid precipitated is suction filtered and washed with diethyl ether. Yield: 1.20 g (54%, oxalate); melting point 223° C.-227° C.

Workup

  1. customthe solid precipitated
  2. filtrationfiltered
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-0ee7d44545bf4466aca29a61e76d63b1
Source dataset
uspto-grants-2011_10
Patent number
US08044046B2

Reaction notes

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