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Hydrochloric Acid → 2-Methoxy-3,4-methylenedioxybenzylalcohol

HRID 622201
ノート
印刷プレビュー

反応式

HRID 622201 の反応式
Cl.COC(OC)CNC.[CH3:10][O:11][C:12]1[C:19]2[O:20][CH2:21][O:22][C:18]=2[CH:17]=[CH:16][C:13]=1[CH:14]=[O:15].C([BH3-])#N.[Na+].[OH-].[Na+]>C(O)C>[CH3:10][O:11][C:12]1[C:19]2[O:20][CH2:21][O:22][C:18]=2[CH:17]=[CH:16][C:13]=1[CH2:14][OH:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 85032,2-DimethoxyethylmethylamineHCID 14798Sodium HydroxideHCID 5003444Sodium cyanoborohydrideHCID 101979461,3-Benzodioxole-5-carboxaldehyde, 4-methoxy-

生成物 1

HCID 152872372-Methoxy-3,4-methylenedioxybenzylalcohol収率 4.9%

試薬・触媒・溶媒

1
HCID 702Ethanol溶媒3 回

実験手順

To 100 ml of ethanol, were charged 1.83 ml of ethanol containing 22.2 g of hydrochloric acid dissolved therein, 3.96 g of N-methylaminoacetaldehyde dimethylacetal, 1.0 g of 2-methoxy-3,4-methylenedioxybenzaldehyde, 0.35 g of sodium cyanoborohydride and 10 ml of ethanol, and they were stirred in an oil bath under a nitrogen stream at 70° C. for 2 hours. After the reaction was over, the reaction mixture was cooled to room temperature, made alkaline (pH 11) with 2N NaOH solution and extracted with ethyl acetate. The liquid extract was analyzed by GC and LC to show, as a product, 1.50 g of 2-methoxy-3,4-methylenedioxy-N-methylbenzylamino dimethylacetal (yield 95%) and 0.046 g of 2-methoxy-3,4-methylenedioxy benzylalcohol (yield 4.9%), while 2-methoxy-3,4-methylenedioxy benzaldehyde of the starting material not being recognized (conversion rate:100%). The selectivity to the desired 2-methoxy-3,4-methylenedioxy-N-methylbenzylamino dimethylacetal was 95%.

後処理

  1. dissolutiondissolved
  2. extractionextracted with ethyl acetate
  3. extractionThe liquid extract

出典と根拠

ORDレコード
ord-cd35ced1466c42f686cfbe4a39a0d00c
出典データセット
uspto-grants-1988_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04769480

反応ノート

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