Hydrochloric Acid → 2-(3',5'-Di(docosyloxy)benzyl)-4-methoxybenzyl alcohol

HRID 1502533노트

반응식

HRID 1502533 반응식
[CH2:1]([O:23][C:24]1[CH:25]=[C:26]([CH:38]=[C:39]([O:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH3:63])[CH:40]=1)[CH2:27][C:28]1[CH:35]=[C:34]([O:36][CH3:37])[CH:33]=[CH:32][C:29]=1[CH:30]=[O:31])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[BH4-].[Na+].Cl>C1COCC1.CCO>[CH2:42]([O:41][C:39]1[CH:38]=[C:26]([CH:25]=[C:24]([O:23][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH:40]=1)[CH2:27][C:28]1[CH:35]=[C:34]([O:36][CH3:37])[CH:33]=[CH:32][C:29]=1[CH2:30][OH:31])[CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH3:63]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 866548892-(3',5'-Di(docosyloxy)benzyl)-4-methoxybenzaldehyde

생성물 1

HCID 672490352-(3',5'-Di(docosyloxy)benzyl)-4-methoxybenzyl alcohol수율 94%

시약·촉매·용매 1

HCID 21873804Tetrahydrofuran ethanol용매

실험 절차

2-(3′,5′-Di(docosyloxy)benzyl)-4-methoxybenzaldehyde (450 mg, 0.50 mmol) was dissolved in THF-EtOH (4 ml+0.5 ml), sodium borohydride (34 mg, 0.90 mmol) was added, and the mixture was stirred for 3.5 hr. 1N Hydrochloric acid was added dropwise to the reaction mixture to quench the reaction, and the mixture was extracted with chloroform (15 ml), washed once with 1N hydrochloric acid (10 ml), and 3 times with water (5 ml). The solvent was evaporated, and the obtained residue was precipitated with methanol (5 ml) to give 2-(3′,5′-di(docosyloxy)benzyl)-4-methoxybenzyl alcohol (424 mg, 0.47 mmol, 94%).

후처리

  1. customto quench
  2. customthe reaction
  3. extractionthe mixture was extracted with chloroform (15 ml)
  4. washwashed once with 1N hydrochloric acid (10 ml), and 3 times with water (5 ml)
  5. customThe solvent was evaporated
  6. customthe obtained residue was precipitated with methanol (5 ml)

출처 및 근거

ORD 기록
ord-c9c79585407349249c807c2e06fc21b1
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09206230B2

반응 노트

불러오는 중…