Sodium borohydride → 2-Methoxy-4-[3',4',5'-tris(octadecyloxy)cyclohexylmethyloxy]benzyl alcohol

HRID 1502546ノート

反応式

HRID 1502546 の反応式
[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH2:12][CH:13]2[CH2:18][CH:17]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH:16]([O:38][CH2:39][CH2:40][CH2:41][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][CH3:56])[CH:15]([O:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][CH3:75])[CH2:14]2)[CH:8]=[CH:7][C:4]=1[CH:5]=[O:6].[BH4-].[Na+]>C(Cl)(Cl)Cl.CO.C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH2:12][CH:13]2[CH2:18][CH:17]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH:16]([O:38][CH2:39][CH2:40][CH2:41][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][CH3:56])[CH:15]([O:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][CH3:75])[CH2:14]2)[CH:8]=[CH:7][C:4]=1[CH2:5][OH:6]

参加物

5

反応物 2

HCID 4311764Sodium borohydrideHCID 866548942-Methoxy-4-[3',4',5'-tris(octadecyloxy)cyclohexylmethyloxy]benzaldehyde

生成物 1

HCID 532572112-Methoxy-4-[3',4',5'-tris(octadecyloxy)cyclohexylmethyloxy]benzyl alcohol収率 96.2%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 21584188Chloroform methanol溶媒

反応条件

温度
60 °C

実験手順

2-Methoxy-4-[3′,4′,5′-tris(octadecyloxy)cyclohexylmethyloxy]benzaldehyde (272 mg, 0.26 mmol) was suspended in chloroform-methanol (6 ml+0.5 ml), and sodium borohydride (29 mg, 0.77 mmol) was added. After stirring at 60° C. overnight, the mixture was dissolved in chloroform (12 ml), and washed with 0.5N hydrochloric acid (8 ml) and pure water (8 ml). The solvent was evaporated, and the residue was precipitated with acetonitrile (2.5 ml) to give 2-methoxy-4-[3′,4′,5′-tris(octadecyloxy)cyclohexylmethyloxy]benzyl alcohol (260 mg, 0.25 mmol, 95%).

後処理

  1. washwashed with 0.5N hydrochloric acid (8 ml) and pure water (8 ml)
  2. customThe solvent was evaporated
  3. customthe residue was precipitated with acetonitrile (2.5 ml)

出典と根拠

ORDレコード
ord-b96f095f0894475894fd0438b54c9587
出典データセット
uspto-grants-2015_12
特許番号
US09206230B2

反応ノート

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