Thionyl Chloride → Benzotriazol-1-yl-(2,2,6,6-tetramethyl-tetrahydro-pyran-4-yl)-methanone

HRID 1398029노트

반응식

HRID 1398029 반응식
[CH3:1][C:2]1([CH3:13])[CH2:7][CH:6]([C:8]([OH:10])=O)[CH2:5][C:4]([CH3:12])([CH3:11])[O:3]1.[NH:14]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[N:16]=[N:15]1.S(Cl)(Cl)=O>C(Cl)Cl>[N:14]1([C:8]([CH:6]2[CH2:5][C:4]([CH3:12])([CH3:11])[O:3][C:2]([CH3:1])([CH3:13])[CH2:7]2)=[O:10])[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[N:16]=[N:15]1

참가 물질

5

반응물 3

HCID 24386Thionyl ChlorideHCID 867219982,2,6,6-tetramethyltetrahydro-2H-pyran-4-carboxylic acidHCID 178418385HCID 178418385, 화합물

생성물 1

HCID 86721999Benzotriazol-1-yl-(2,2,6,6-tetramethyl-tetrahydro-pyran-4-yl)-methanone

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a mixture of 2,2,6,6-tetramethyl-tetrahydro-pyran-4-carboxylic acid (1.4 g, 6.8 mmol) and benzotriazole (2.4 g, 20.3 mmol) in 34 mL of DCM was added thionyl chloride (0.55 mL, 7.4 mmol) dropwise and the mixture was allowed to stir for 8 hrs at RT. The mixture was filtered to remove the ppt and the filtrate washed with saturated NaHCO3 (2×40 mL) and then brine (50 mL). The organic layer was dried over Na2SO4 and concentrated to give 1.9 g (97%) of a white ppt.

후처리

  1. filtrationThe mixture was filtered
  2. customto remove the ppt
  3. washthe filtrate washed with saturated NaHCO3 (2×40 mL)
  4. dry with materialThe organic layer was dried over Na2SO4
  5. concentrationconcentrated
  6. customto give 1.9 g (97%) of a white ppt

출처 및 근거

ORD 기록
ord-260622d1f06d4d92a88cc7a455987cd1
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08901314B2

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