Triethylamine → tert-Butyl 3-methyl-2,4-dioxa-9-aza-3-phosphaspiro[5.5]undecane-9-carboxylate 3-oxide

HRID 1013491

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HRID 1013491 반응식
CCN(CC)CC.[OH:8][CH2:9][C:10]1([CH2:23][OH:24])[CH2:15][CH2:14][N:13]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:12][CH2:11]1.[CH3:25][P:26](Cl)(Cl)=[O:27]>C(Cl)Cl.C([O-])(O)=O.[Na+]>[CH3:25][P:26]1(=[O:27])[O:24][CH2:23][C:10]2([CH2:15][CH2:14][N:13]([C:16]([O:18][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:17])[CH2:12][CH2:11]2)[CH2:9][O:8]1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 12671Methyl phosphonic dichlorideHCID 21955203Tert-butyl 4,4-bis(hydroxymethyl)piperidine-1-carboxylate

생성물 1

HCID 57925809tert-Butyl 3-methyl-2,4-dioxa-9-aza-3-phosphaspiro[5.5]undecane-9-carboxylate 3-oxide

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 516892Sodium Bicarbonate용매

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온도
0 °C

실험 절차

Et3N (943 μL, 6.76 mmol) and tert-butyl 4,4-bis(hydroxymethyl)piperidine-1-carboxylate (790 mg, 3.22 mmol) were combined in CH2Cl2 (25 mL) and cooled to 0° C. A solution of methylphosphonic dichloride (428 mg, 3.22 mmol) in CH2Cl2 (20 mL) was added dropwise over 1 h. The reaction was then allowed to warm to room temperature over 1 h. It was subsequently diluted with saturated NaHCO3 and extracted with CH2Cl2 (2×). The combined organic layers were washed with brine, dried (MgSO4), and evaporated to give the desired product as a colorless solid that was used without purification. MS: cal'd 306 (MH+), exp 306 (MH+).

후처리

  1. temperatureto warm to room temperature over 1 h
  2. extractionextracted with CH2Cl2 (2×)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried (MgSO4)
  5. customevaporated

출처 및 근거

ORD 기록
ord-2dd70295602744fcb0fe139c4ce2d304
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07981874B2

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