Hydrochloric Acid → HCID 68629874, compound

HRID 1894855Notes

Reaction equation

HRID 1894855 reaction equation
[OH-:1].[Na+].[C:3]1([N:9]2[C:13]3([CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]3)[CH2:12][NH:11][CH:10]2CC(OCC)=O)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.O.Cl.[O:27]1[CH2:31][CH2:30]CC1>>[C:3]1([N:9]2[C:13]3([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]3)[CH2:12][N:11]([CH2:30][C:31]([OH:27])=[O:1])[CH2:10]2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 86646978HCID 86646978, compound

Product 1

HCID 68629874HCID 68629874, compoundYield 41%

Procedure

200 mg (5 mmol) of sodium hydroxide are added to a solution of 510 mg (1.68 mmol) of ethyl (1-phenyl-1,3-diazaspiro[4.5]decyl)acetate in 10 ml of tetrahydrofuran. The solution is stirred for 4 h at room temperature. The medium is then poured into water, acidified to pH 1 with concentrated hydrochloric acid and extracted with ethyl acetate. The organic phases are collected and washed with water. They are dried over sodium sulfate. The solvents are evaporated. The product is triturated in heptane. 190 mg of (1-phenyl-1,3-diazaspiro[4.5]dec-3-yl)acetic acid are obtained in the form of a yellowish solid. M.p. 162-4° C., yield=41%.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe organic phases are collected
  3. washwashed with water
  4. dry with materialThey are dried over sodium sulfate
  5. customThe solvents are evaporated
  6. customThe product is triturated in heptane

Sources & evidence

ORD record
ord-8b73a40150f249c2a9d8d06c9daa0f50
Source dataset
uspto-grants-2013_08
Patent number
US08513307B2

Reaction notes

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