Triethylamine → HCID 77230289、化合物

HRID 1455707ノート

反応式

HRID 1455707 の反応式
I[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH:5]=[O:6].C(N(CC)CC)C.[CH:19]#[C:20][CH2:21][CH2:22][CH2:23][CH3:24]>C1COCC1.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>[C:19]([C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH:5]=[O:6])#[C:20][CH2:21][CH2:22][CH2:23][CH3:24]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 127321-HexyneHCID 14943763-iodo-4-methoxybenzaldehyde

生成物 1

HCID 77230289HCID 77230289、化合物収率 95%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 3-iodo-4-methoxybenzaldehyde (5.2 g, 20 mmol), tetrakis(triphenylphosphine)palladium (0.29 g), Cul (0.38 g, 2 mmol) and triethylamine (5 ml) in THF (25 ml) is cooled to +10° C., and 1-hexyne (3.5 ml, 30.5 mmol) is then added. The cooling bath is removed, and the temperature of the reaction mixture rises slowly to +30° C. before decreasing slowly. 3 hours after the end of the addition, the crude reaction product is concentrated to dryness, and the residue obtained is purified by flash chromatography on silica (15/85 ethyl acetate/heptane). 4.1 g (yield: 95%) of the expected product are obtained.

後処理

  1. temperatureis cooled to +10° C.
  2. customThe cooling bath is removed
  3. customrises slowly to +30° C.
  4. addition3 hours after the end of the addition
  5. customthe crude reaction product
  6. concentrationis concentrated to dryness
  7. customthe residue obtained
  8. customis purified by flash chromatography on silica (15/85 ethyl acetate/heptane)

出典と根拠

ORDレコード
ord-ce6153a227f2452ca5e9ca7e8f312dc4
出典データセット
uspto-grants-2009_01
特許番号
US07482484B2

反応ノート

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