2-Methyl-3-butyn-2-ol → HCID 54574602, 화합물

HRID 1080563노트

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HRID 1080563 반응식
[CH2:1]([C:4]1[CH:9]=[C:8]([F:10])[C:7](I)=[C:6]([F:12])[CH:5]=1)[CH2:2][CH3:3].[CH3:13][C:14]([OH:18])([C:16]#[CH:17])[CH3:15].[I-]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Cu].C(N(CC)CC)C>[CH2:1]([C:4]1[CH:9]=[C:8]([F:10])[C:7]([C:17]#[C:16][C:14]([CH3:15])([OH:18])[CH3:13])=[C:6]([F:12])[CH:5]=1)[CH2:2][CH3:3]

참가 물질

7

반응물 3

HCID 82582-Methyl-3-butyn-2-olHCID 30165Iodide IonHCID 18979647HCID 18979647, 화합물

생성물 1

HCID 54574602HCID 54574602, 화합물수율 88.8%

시약·촉매·용매 3

HCID 23978Copper촉매HCID 178418397HCID 178418397, 화합물촉매HCID 8471Triethylamine용매

실험 절차

A mixture of 2 g of 1-propyl-3,5-difluoro-4-iodobenzene, 0.626 g of 2-methyl-3-butyn-2-ol, 0.164 g of tetrakis(triphenylphosphine)palladium(0), 10 ml of triethylamine and 0.054 g of copper(l) iodide was stirred at 90° for 2 hours. Then, the cooled reaction mixture was partitioned between water and ether, the ether phase was washed several times with water, dried over magnesium sulphate, filtered over Celite and evaporated on a rotary evaporator. The residue was then chromatographed on 75 g of silica gel (eluent: 10% ethyl acetate in hexane) and again evaporated. There were obtained 1.5 g of 4-(4-propyl-2,6-difluorophenyl)-2-methylbutyn-2-ol as a yellow liquid.

후처리

  1. customThen, the cooled reaction mixture
  2. customwas partitioned between water and ether
  3. washthe ether phase was washed several times with water
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered over Celite
  6. customevaporated on a rotary evaporator
  7. customThe residue was then chromatographed on 75 g of silica gel (eluent: 10% ethyl acetate in hexane)
  8. customagain evaporated

출처 및 근거

ORD 기록
ord-d532522f2c61438ca3d08df64a9b43ce
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05582767

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