4-(6-Hydroxyhexoxy)benzaldehyde → (E)-4-Carboxy-4'-[6-hydroxyhexyloxy]-stilbene

HRID 970251ノート

反応式

HRID 970251 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][CH:10]=1.[Br-].[C:18]([C:21]1[CH:46]=[CH:45][C:24]([CH2:25][P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[CH:23][CH:22]=1)([OH:20])=[O:19]>C(O)C>[C:18]([C:21]1[CH:46]=[CH:45][C:24](/[CH:25]=[CH:13]/[C:12]2[CH:15]=[CH:16][C:9]([O:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][OH:1])=[CH:10][CH:11]=2)=[CH:23][CH:22]=1)([OH:20])=[O:19]

参加物

4

反応物 2

HCID 150510824-(6-Hydroxyhexoxy)benzaldehydeHCID 22675580(4-Carboxybenzyl)triphenylphosphonium bromide

生成物 1

HCID 59018740(E)-4-Carboxy-4'-[6-hydroxyhexyloxy]-stilbene収率 38%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

0.43 g (62 mmole) of Li was dissolved in 180 ml of ethanol under a nitrogen atmosphere. Then 6.9 g (31 mmole) of 4-(6-hydroxyhexyloxy)-benzaldehyde (15) and 14.8 g (31 mmole) of (4-carboxy-benzyl)-triphenylphosphonium bromide (14) were added. The mixture was stirred for two hours at room temperature. The precipitate was collected on a filter and washed with 50 ml of ethanol. Then the solid was mixed with 1.5 ml of concentrated hydrochloric acid and 35 ml of ethanol. It was stirred for 30 min and the product was collected on a filter. After washing with 50 ml of ethanol and drying in a dessicator 4.1 g of the product were obtained (yield 38%).

後処理

  1. customThe precipitate was collected on
  2. filtrationa filter
  3. washwashed with 50 ml of ethanol
  4. additionThen the solid was mixed with 1.5 ml of concentrated hydrochloric acid and 35 ml of ethanol
  5. stirringIt was stirred for 30 min
  6. customthe product was collected on a filter
  7. washAfter washing with 50 ml of ethanol
  8. dry with materialdrying in a dessicator 4.1 g of the product
  9. customwere obtained (yield 38%)

出典と根拠

ORDレコード
ord-b13c7fc6917c4f9c82d42f288b054d13
出典データセット
uspto-grants-2007_12
特許番号
US07311948B2

反応ノート

読み込み中…