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Dimethylamine → 3-Fluoro-4,5-bis(phenylmethoxy)benzeneacetonitrile

HRID 1722592
ノート
印刷プレビュー

反応式

HRID 1722592 の反応式
[CH2:1](C#N)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13](OC)[C:12]=1[OH:19].[CH2:20]=[O:21].CNC.CN(CC1C=C(F)C(O)=C(OC)C=1)C.C(N)[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1.CI.[C-:49]#[N:50].[Na+].B(Br)(Br)Br.OC1C=C(C=C(F)C=1O)CC#N.C1(C(=CC=CC=1)O)O.[CH2:76](Cl)C1C=CC=CC=1>>[CH2:20]([O:21][C:13]1[CH:14]=[C:15]([CH:16]=[C:11]([F:10])[C:12]=1[O:19][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH2:76][C:49]#[N:50])[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

12

反応物 11

HCID 674DimethylamineHCID 712FormaldehydeHCID 6328Methyl iodideHCID 7503Benzyl ChlorideHCID 7504BenzylamineHCID 8794PhenylacetonitrileHCID 8929Sodium CyanideHCID 25134Boron tribromide
HCID 2737367
2-Fluoro-6-methoxyphenol
HCID 137206994-(Dimethylaminomethyl)-6-fluoro-2-methoxyphenol
HCID 20029186HCID 20029186、化合物

生成物 1

HCID 137207043-Fluoro-4,5-bis(phenylmethoxy)benzeneacetonitrile

実験手順

The intermediate benzylcyanide compound of the formula 12 above, according to the present invention, may be prepared by converting a 2-fluoro-6-methoxyphenol compound of the formula 13 ##STR11## under aminomethylation conditions, with formaldehyde and N,N-dimethylamine, into the N,N-dimethyl-4-hydroxy-3-methoxy-5-fluorobenzylamine compound of the formula 14 ##STR12## The benzylamine compound of the formula 14, by treatment with methyliodide and displacement with NaCN, is converted into the 3-methoxy-4-hydroxy-5-fluorobenzylnitrile compound of formula 15 ##STR13## The benzylnitrile compound of the formula 15 is treated with BBr3, followed by dibenzylation of the catechol 3,4-dihydroxy-5-fluorobenzylcyanide compound of the formula 16 ##STR14## with benzylchloride to give the 3,4-dibenzyloxy-5-fluorobenzylcyanide compound of the formula 12 ##STR15##

後処理

  1. custommay be prepared

出典と根拠

ORDレコード
ord-d42a6f16c860412083d5a63d62fc0e9a
出典データセット
uspto-grants-1989_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04855476

反応ノート

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