tert-Butoxy bis(dimethylamino)methane → HCID 67095888, compound

HRID 2076037Notes

Reaction equation

HRID 2076037 reaction equation
[C:1]([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[CH:10]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C(O[CH:26](N(C)C)[N:27]([CH3:29])[CH3:28])(C)(C)C>>[C:4]([O:3][C:1]([N:8]1[CH2:9][CH:10]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:11](=[O:14])/[C:12](=[CH:26]\[N:27]([CH3:29])[CH3:28])/[CH2:13]1)=[O:2])([CH3:7])([CH3:6])[CH3:5]

Participants

3

Reactant 2

HCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 23643714tert-Butyl 4-oxo-3-phenylpiperidine-1-carboxylate

Product 1

HCID 67095888HCID 67095888, compoundYield 188%

Conditions

Temperature
110 °C

Procedure

A mixture of 1-boc-3-phenyl-piperidin-4-one (100 mg, 0.35 mmol) and tert.-butoxy-bis(dimethylamino)methane (94 mg, 0.48 mmol) was stirred at 110° C. for 2 hours. The reaction was evaporated to dryness, treated twice with toluene and evaporated under reduced pressure to dryness to yield the title compound (215 mg, 188%) as a brown oil which was used directly in the next step without further purification. MS ISP (m/e): 331.4 (79) [(M+H)+], 275.1 (100) [(M-isubutene +H)+].

Workup

  1. customThe reaction was evaporated to dryness
  2. additiontreated twice with toluene
  3. customevaporated under reduced pressure to dryness

Sources & evidence

ORD record
ord-460854e7720b41f68479a30313f16d01
Source dataset
uspto-grants-2011_04
Patent number
US07923450B2

Reaction notes

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