Carbon tetrabromide → HCID 67395877、化合物

HRID 714646ノート

反応式

HRID 714646 の反応式
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[C:13]([CH2:15]O)[CH:12]=[CH:11][N:10]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:39]>C1COCC1>[Br:39][CH2:15][C:13]1[CH:12]=[CH:11][N:10]=[C:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[C:2]([F:18])([F:17])[F:1])[CH:14]=1

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 67056312HCID 67056312、化合物

生成物 1

HCID 67395877HCID 67395877、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

495 mg (1.96 mmol) of the compound from Example 61A and 615 mg (2.35 mmol) of triphenylphosphine were dissolved in 15 ml of THF, and 778 mg (2.35 mmol) of carbon tetrabromide were added at RT. After the addition had ended, the mixture was stirred ar RT for 16 h. For work-up, the mixture was filtered through 20 g of kieselguhr and the filtrate was concentrated under reduced pressure. The residue was purified chromatographically on silica gel (mobile phase: first cyclohexane/ethyl acetate 70:30, then ethyl acetate). This gave, in a purity of 90%, 149 mg (22% of theory) of the target compound, which were immediately reacted further.

後処理

  1. additionAfter the addition
  2. filtrationFor work-up, the mixture was filtered through 20 g of kieselguhr
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified chromatographically on silica gel (mobile phase
  5. customThis gave, in a purity of 90%, 149 mg (22% of theory) of the target compound, which were immediately reacted further

出典と根拠

ORDレコード
ord-c349bd00839048d98bbe3cf67501adf6
出典データセット
uspto-grants-2015_11
特許番号
US09187466B2

反応ノート

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