Formic Acid → HCID 59408364, compound

HRID 2389211Notes

Reaction equation

HRID 2389211 reaction equation
[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][CH2:14][CH:13]([CH:16]3[CH2:25][CH2:24][C:19]4(OCC[O:20]4)[CH2:18][CH2:17]3)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)[CH2:2][CH3:3].C(O)=O.O>C1(C)C=CC=CC=1>[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:11][CH2:12][CH:13]([CH:16]3[CH2:25][CH2:24][C:19](=[O:20])[CH2:18][CH2:17]3)[CH2:14][CH2:15]2)=[CH:6][CH:5]=1)[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 962WaterHCID 59408357HCID 59408357, compound

Product 1

HCID 59408364HCID 59408364, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

190.5 g (0.55 mol) of 8-[4-(4-propylphenyl)cyclohexyl]-1,4-dioxaspiro[4.5]-decane are stirred vigorously for 19 h together with 480 ml of formic acid in 900 ml of toluene. Water is added, and the organic phase is separated off. The aqueous phase is extracted with MTBE, and the combined organic phases are washed successively with water, sat. sodium hydrogencarbonate solution and sat. sodium chloride solution. The solution is dried using sodium sulfate and concentrated to completion. The crude product is recrystallised from n-heptane.

Workup

  1. customthe organic phase is separated off
  2. extractionThe aqueous phase is extracted with MTBE
  3. washthe combined organic phases are washed successively with water, sat. sodium hydrogencarbonate solution and sat. sodium chloride solution
  4. customThe solution is dried
  5. concentrationconcentrated to completion
  6. customThe crude product is recrystallised from n-heptane

Sources & evidence

ORD record
ord-21a7e6a4eccf4ef2bc7d456e167ba375
Source dataset
uspto-grants-2012_09
Patent number
US08273264B2

Reaction notes

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