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

HRID 970251노트

반응식

HRID 970251 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-b13c7fc6917c4f9c82d42f288b054d13
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07311948B2

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