Hydrochloric Acid → HCID 70632616, compound

HRID 1415414Notes

Reaction equation

HRID 1415414 reaction equation
[ClH:1].C(=O)(O)[O-].[Na+].[NH2:7][CH:8]1[C:20](=[O:21])[N:10]2[C:11]([C:16]([O:18][CH3:19])=[O:17])=[C:12]([CH3:15])[CH2:13][S:14][C@H:9]12>>[ClH:1].[NH2:7][CH:8]1[C:20](=[O:21])[N:10]2[C:11]([C:16]([O:18][CH3:19])=[O:17])=[C:12]([CH3:15])[CH2:13][S:14][C@H:9]12

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 70496853HCID 70496853, compound

Product 1

HCID 70632616HCID 70632616, compound

Procedure

The corresponding free amine was prepared by adjusting the pH of an aqueous solution of the prepared hydrochloride to 8.0 with sodium bicarbonate and extracting the solution with ethyl acetate. The ethyl acetate solution was dried over MgSO4 and evaporated to dryness to give a light yellow resinous product identified as methyl 7-amino-3-methyl3-cephem-4-carboxylate; nmr (CDCl3), 2.11 (s, 3, CH3), 2.54 (broad s, 2, NH2), 3.13 and 3.56 (ABq, 2, J = 18 Hz), 3.83 (s, 3, CH3 ester), 4.69 (d, 1, J = 4.6 Hz) and 4.93 δ (d, 1, J = 4.6 Hz).

Workup

  1. extractionextracting the solution with ethyl acetate
  2. dry with materialThe ethyl acetate solution was dried over MgSO4
  3. customevaporated to dryness
  4. customto give a light yellow resinous product

Sources & evidence

ORD record
ord-0ceb7693a2814dbdbe11a1412a89bc19
Source dataset
uspto-grants-1977_01
Patent number
US04005074

Reaction notes

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