Hydrochloric Acid → HCID 70479753, compound

HRID 1980468Notes

Reaction equation

HRID 1980468 reaction equation
C(OC([NH:8][C@H:9]([C:17]([NH:19][CH:20]1[CH:27]2[CH2:28][CH:23]3[CH2:24][CH:25]([CH2:29][CH:21]1[CH2:22]3)[CH2:26]2)=[O:18])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O)(C)(C)C.[ClH:30]>C(O)(=O)C.O1CCOCC1>[ClH:30].[CH:21]12[CH2:29][CH:25]3[CH2:24][CH:23]([CH2:28][CH:27]([CH2:26]3)[CH:20]1[NH:19][C:17](=[O:18])[C@H:9]([CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[NH2:8])[CH2:22]2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 13501990HCID 13501990, compound

Product 1

HCID 70479753HCID 70479753, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

To a stirred solution of 100 g (0.25 mole) of the title product of Example 1 in 827 ml of acetic acid was added 413 ml (2.5 mole) of 6.07N hydrogen chloride in dioxane. After about thirty minutes the solution was concentrated in vacuo to a viscous oil. Trituration with diethyl ether afforded a solid which was collected by filtration, washed with diethyl ether, and air dried. Repetition of the trituration with diethyl ether afforded the title compound as an analytically pure solid. [α]D +47.5°; [α]365 +186.3° (methanol).

Workup

  1. concentrationAfter about thirty minutes the solution was concentrated in vacuo to a viscous oil
  2. customTrituration with diethyl ether afforded a solid which
  3. filtrationwas collected by filtration
  4. washwashed with diethyl ether, and air
  5. customdried

Sources & evidence

ORD record
ord-b1e3fd667b544c55b9d18b1169a77d56
Source dataset
uspto-grants-1985_04
Patent number
US04510085

Reaction notes

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