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Carbon tetrabromide → [(Z)-3-bromoprop-1-enyl]-tributylstannane

HRID 595102
ノート
印刷プレビュー

反応式

HRID 595102 の反応式
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:20]([Sn:24]([CH2:33][CH2:34][CH2:35][CH3:36])([CH2:29][CH2:30][CH2:31][CH3:32])/[CH:25]=[CH:26]\[CH2:27]O)[CH2:21][CH2:22][CH3:23].C(Br)(Br)(Br)[Br:38]>C(Cl)Cl>[Br:38][CH2:27]/[CH:26]=[CH:25]\[Sn:24]([CH2:33][CH2:34][CH2:35][CH3:36])([CH2:29][CH2:30][CH2:31][CH3:32])[CH2:20][CH2:21][CH2:22][CH3:23]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 9974944(Z)-3-tributylstannylprop-2-en-1-ol2 回

生成物 1

HCID 10949620[(Z)-3-bromoprop-1-enyl]-tributylstannane収率 160.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of triphenylphosphine (5.32 g) in DCM (60 mL) was added to a solution of (Z)-3-tributylstannanylprop-2-en-1-ol (Intermediate 5, 6.4 g) and carbon tetrabromide (9.18 g) in DCM (60 mL) and the mixture was stirred for 2.5 hours. The mixture was evaporated to low volume and pentane was added. The solid was removed by filtration and the filtrate was evaporated to dryness. Pentane was added and the solid was again removed by filtration and the filtrate was evaporated to dryness to give ((Z)-3-bromoprop-1-enyl)-tributylstannane (12.14 g) as an oil.

後処理

  1. customThe mixture was evaporated to low volume and pentane
  2. additionwas added
  3. customThe solid was removed by filtration
  4. customthe filtrate was evaporated to dryness
  5. additionPentane was added
  6. customthe solid was again removed by filtration
  7. customthe filtrate was evaporated to dryness

出典と根拠

ORDレコード
ord-6e7f9b9427e8432a9b89319e531280ff
出典データセット
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09242997B2

反応ノート

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