Triethylamine → tert-Butyl N-(3-formylcyclohexyl)carbamate

HRID 1521948노트

반응식

HRID 1521948 반응식
[OH:1][CH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13])[CH2:4]1.C(N(CC)CC)C.C1C=CN=CC=1.O=S(=O)=O>CS(C)=O>[CH:2]([CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([NH:9][C:10](=[O:16])[O:11][C:12]([CH3:14])([CH3:13])[CH3:15])[CH2:4]1)=[O:1]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 168533Sulfur trioxide-pyridineHCID 22106830tert-butyl N-[3-(hydroxymethyl)cyclohexyl]carbamate

생성물 1

HCID 86717490tert-Butyl N-(3-formylcyclohexyl)carbamate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

To a solution of tert-butyl 3-(hydroxymethyl)cyclohexylcarbamate (1.4 g, 6.11 mmol) in dimethylsulfoxide (10 mL) was added triethylamine (1.853 g, 18.32 mmol) followed by the pyridine-sulfur trioxide (2.92 g, 18.32 mmol) in 5 mL of dimethylsulfoxide, and the mixture was stirred at room temperature for 1 hour. The mixture was quenched with ice water and extracted into ethyl acetate (30 mL×2). The organic layer was washed with water and brine solution (25 mL each), dried over sodium sulfate, filtered, and concentrated under reduced pressure to afford the title compound.

후처리

  1. customThe mixture was quenched with ice water
  2. extractionextracted into ethyl acetate (30 mL×2)
  3. washThe organic layer was washed with water and brine solution (25 mL each)
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-fcb502c26fa5490cb86f67384f79ed65
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073922B2

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