Hydrochloric Acid → HCID 131714663, compound

HRID 280092Notes

Reaction equation

HRID 280092 reaction equation
[C:1]1([CH:7]([SiH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH:21]2N(C)C(C)(C)C[O:22]2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1COCC1.Cl>C(OC)(C)(C)C>[C:1]1([CH:7]([SiH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH:21]=[O:22])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 131714664HCID 131714664, compound

Product 1

HCID 131714663HCID 131714663, compoundYield 86.2%

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

2.35 g of the product of Step (e), above, is heated in a mixture 12 ml of THF and 6 ml of 2N hydrochloric acid, at 60° for 5 hours. The reaction mixture is then diluted with methyl tert.-butyl ether and washed with 2N hydrochloric acid and then brine. The aqueous phases are combined and extracted thrice with methyl tert.-butyl ether. The combined organic extracts are washed with aqueons sodium carbonate, dried and concentrated to give 1.58 g of the title aldehyde product of this step, NMR(CDCl3) δ0.95 (3H, s), 7.2-7.7(13H, m), 7.85-8.05(1H, m), 10(1H, s).

Workup

  1. washwashed with 2N hydrochloric acid
  2. extractionextracted thrice with methyl tert.-butyl ether
  3. washThe combined organic extracts are washed with aqueons sodium carbonate
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-0be94d570270448dae7806ac2ed06aa7
Source dataset
uspto-grants-1986_05
Patent number
US04588715

Reaction notes

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