Sodium Carbonate → 2,3-bis((9Z,12Z)-octadeca-9,12-dienyloxy)propanal

HRID 1259006노트

반응식

HRID 1259006 반응식
[CH2:1]([O:19][CH:20]([CH2:23][O:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]/[CH:33]=[CH:34]\[CH2:35]/[CH:36]=[CH:37]\[CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH2:21][OH:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C1C=C[NH+]=CC=1.[O-][Cr](Cl)(=O)=O.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[CH2:1]([O:19][CH:20]([CH2:23][O:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]/[CH:33]=[CH:34]\[CH2:35]/[CH:36]=[CH:37]\[CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH:21]=[O:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 58264329HCID 58264329, 화합물HCID 178418287HCID 178418287, 화합물

생성물 1

HCID 866675312,3-bis((9Z,12Z)-octadeca-9,12-dienyloxy)propanal수율 39%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2,3-bis((9Z,12Z)-octadeca-9,12-dienyloxy)propan-1-ol (4.0 g, 7.0 mmol) and PCC (4.5 g, 21.0 mmol) in dichloromethane (75 mL) was added sodium carbonate (375 mg, 3.5 mmol). The solution was stirred for 6 hours at room temperature then filtered through silica with diethyl ether rinses (250 mL). The filtrate was concentrated in vacuo to dryness and purified by column chromatography on silica gel 60 (eluted with a gradient of 100% hexanes to 5% ether in hexanes) to afford 2,3-bis((9Z,12Z)-octadeca-9,12-dienyloxy)propanal as a colorless oil (1.6 g, 39%)

후처리

  1. filtrationthen filtered through silica with diethyl ether rinses (250 mL)
  2. concentrationThe filtrate was concentrated in vacuo to dryness
  3. custompurified by column chromatography on silica gel 60 (
  4. washeluted with a gradient of 100% hexanes to 5% ether in hexanes)

출처 및 근거

ORD 기록
ord-947886f728cf4cb39c665b350d7484b6
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466122B2

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