4-Hydroxybenzaldehyde → 4-(12-Hydroxy-dodecyloxy)-benzaldehyde

HRID 987342노트

반응식

HRID 987342 반응식
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][OH:14].[OH:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.C(C(C)=O)C>[OH:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=1

참가 물질

7

반응물 4

HCID 1264-HydroxybenzaldehydeHCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 13789512-Bromo-1-dodecanol

생성물 1

HCID 229875484-(12-Hydroxy-dodecyloxy)-benzaldehyde

시약·촉매·용매 2

HCID 67553Tetrabutylammonium Iodide촉매HCID 6569Methyl Ethyl Ketone용매

실험 절차

A mixture of 12-bromododecan-1-ol (15 g, 57 mmol, see Example 1 above), 4-hydroxy-benzaldehyde (6.9 g, 57 mmol), potassium carbonate (excess), potassium iodide (trace) and tetra-n-butylammonium iodide (trace) was heated at reflux in methyl ethyl ketone (50 ml) for 16 hours. After cooling, the solids were filtered off and washed with acetone. The combined organic fractions were evaporated to dryness. Diethyl ether was added to the resultant oil and the solution was stored at 4° C. The title compound precipitated and was collected by filtration.

후처리

  1. temperaturewas heated
  2. temperatureAfter cooling
  3. filtrationthe solids were filtered off
  4. washwashed with acetone
  5. customThe combined organic fractions were evaporated to dryness
  6. additionDiethyl ether was added to the resultant oil
  7. customwas stored at 4° C
  8. customThe title compound precipitated
  9. filtrationwas collected by filtration

출처 및 근거

ORD 기록
ord-796bebe025cd41308d8a054d48c52d4a
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06630128B1

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