Carbon tetrabromide → HCID 21994134, 화합물

HRID 1978307노트

반응식

HRID 1978307 반응식
O[CH2:2][CH:3]=[C:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][CH2:5]1.C(Br)(Br)(Br)[Br:18].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(#N)C>[Br:18][CH2:2][CH:3]=[C:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][CH2:5]1

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 22594495tert-Butyl 4-(2-hydroxyethylidene)piperidine-1-carboxylate

생성물 1

HCID 21994134HCID 21994134, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 15.292 g (67.277 mM) of tert-butyl 4-(2-hydroxyethylidene)piperidine-1-carboxylate and 24.5 g (74.0 mM) of carbon tetrabromide in 150 ml of acetonitrile was added 19.4 g (74.0 mM) of triphenylphosphine at −78° C. Then, at room temperature, the mixture was stirred for 2 hours. This reaction mixture was distilled under reduced pressure to remove the solvent. To the residue was added diethyl ether, followed by stirring, and the resulting precipitate was filtered off and washed with diethyl ether. The filtrate and washes were pooled and the solvent was distilled under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=30/1 to 9/1) to provide the title compound.

후처리

  1. distillationThis reaction mixture was distilled under reduced pressure
  2. customto remove the solvent
  3. additionTo the residue was added diethyl ether
  4. stirringby stirring
  5. filtrationthe resulting precipitate was filtered off
  6. washwashed with diethyl ether
  7. distillationthe solvent was distilled under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=30/1 to 9/1)

출처 및 근거

ORD 기록
ord-c139d4020c2144efbb2109e30047cf0b
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06235731B1

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