2-Methyl-3-butyn-2-ol → HCID 54574602、化合物

HRID 1080563ノート

反応式

HRID 1080563 の反応式
[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]

参加物

7

反応物 3

HCID 82582-Methyl-3-butyn-2-olHCID 30165Iodide IonHCID 18979647HCID 18979647、化合物

生成物 1

HCID 54574602HCID 54574602、化合物収率 88.8%

試薬・触媒・溶媒 3

HCID 23978Copper触媒HCID 178418397HCID 178418397、化合物触媒HCID 8471Triethylamine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d532522f2c61438ca3d08df64a9b43ce
出典データセット
uspto-grants-1996_12
特許番号
US05582767

反応ノート

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